Category: 6972-05-0

Schweiger, K. published the artcileHeterocycles, 52. Reaction of 3,4,5,6-tetrahydro-6-hydroxy-4,4,6-trimethyl-1,3-thiazine-2-thione with secondary amines, Recommanded Product: 1,1-Dimethylthiourea, the publication is Monatshefte fuer Chemie (1977), 108(1), 243-55, database is CAplus.

The title compound reacted with secondary amines via the dialkylammonium-3-oxoalkyldithiocarbamate, either via isothiocyanates to 4-dialkylaminodihydro-2(1H)-pyridinethiones I (NRR1 = Et2N, piperidino, morpholino, 4-methyl-1-piperazinyl, etc.) or to dialkylammonium dithiocarbamates, depending on the amine used and the reaction conditions. Subsequently, 6-dialkylaminotetrahydro-1,3-thiazine-2-thiones II (NRR1 = morpholino, 4-methyl-1-piperazinyl) or tetrahydro-6-mercapto-1,3-thiazine-2-thione were formed. On being heated to reflux, II gave I and 4-dialkylaminodihydrothiopyranthione III. With secondary amines only dithiocarbamates were formed from tetrahydro-6-hydroxy-3,4,4,6-tetramethyl-1,3-thiazine-2-thione. The reaction of 5,6-dihydro-4,4,6-trimethyl-1,3-thiazine-2-thione with secondary amines gave N,N-dialkylthioureas or dialkylammonium thiocyanates; with dialkylformamides, 4-dialkylaminodihydropyridinethiones I were formed. 5,6-Dihyro-3,4,4,6-tetramethyl-1,3-thiazine-2-thione did not react with secondary amines or with dialkylformamides.

Monatshefte fuer Chemie published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C12H13NO3, Recommanded Product: 1,1-Dimethylthiourea.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Mido, Yoshiyuki published the artcileInfrared and Raman spectra of N-methyl-N’-n-alkylthioureas, Synthetic Route of 6972-05-0, the publication is Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (1988), 44A(4), 445-7, database is CAplus.

The IR and Raman spectra of solid CH₃NHCSNH(CH₂)_nCH₃ (n = 0-15) (MTUR’) and CH₃NDCSND(CH₂)_nCH₃ (n = 0-9) were examined The vibrational properties of N,N‘-disubstituted thioureas were studied on the basis of the spectral comparison among the series of compounds, the waveno. shift by N-deuteration, and a comparison with the vibrational properties of the urea analog. From the anal. of interactions between end-group vibrations and CH₂ band progression modes, MTUR’ mols. are in a skeletal planar structure with an extended n-alkyl chain.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Synthetic Route of 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Spitzner, R. published the artcileKetovinylization of thiocarbamides and thioureas. On the ambidence of the thioamido function, HPLC of Formula: 6972-05-0, the publication is Tetrahedron (1982), 38(7), 927-36, database is CAplus.

Thiocarbamides and thioureas reacted as ambident systems with ¦Â-chlorovinyl ketones to give (S)-[(Z)-ketovinyl] salts. E.g., addition reaction of PhCSNH₂ with PhCOCH:CHCl in HCO₂H/HClO₄ for 1-2 h gave 78% (Z)-PhCOCH:CHSCPh:N⁺H₂ ClO₄^–. The ketovinyl salts obtained from monoprotic thiocarbamides and thioureas underwent deprotonation to give (S)-[(Z)-ketovinyl]thioimidate esters or -isothioureas, which isomerized intramolecularly on heating. E.g., deprotonation of (Z)-4-MeOC₆H₄COCH:CHSCPh:N⁺HPh ClO₄^– gave 82% (Z)-4-MeOC₆H₄COCH:CHSCPh:NPh, which on heating in PhMe gave (E)-4-MeOC₆H₄COCH:CHSCPh:NPh. Lithiated monoprotic thiocarbonamides reacted with ¦Â-chlorovinyl ketones to give N-[(E)-ketovinyl]thiocarbonamides, whereas lithiated thioureas gave S-[(E)-ketovinyl]isothioureas, which rearranged to the N-[(E)-ketovinyl]thioureas under mild conditions. E.g., lithiation and addition reaction of PhCSNHPh with PhCOCH:CHCl gave 59% (E)-PhCOCH:CHNPhCSPh, whereas similar treatment of Me₂NC(S)NHPh gave (E)-PhCOCH:CHSC(:NPh)NMe₂, which above room temperature gave (E)-PhCOCH:CHNPhC(S)NMe₂.

Tetrahedron published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C8H5F3N4, HPLC of Formula: 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Birkinshaw, Timothy N. published the artcileSpectrometric and chemical studies of 5-acyl- and 5-nitroso-2-(N,N-disubstituted amino)thiazoles, Formula: C3H8N2S, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1988), 2209-12, database is CAplus.

The conformational preferences of title compounds I [e.g., R = NMePh, R¹ = Me, R² = Ph, (II); R = NMePh, R¹ = Ph, R² = Me] were established by IR spectrometry and a crystallog. examination of II. In solution, I (R¹ = Me, aryl; R² = aryl) exist predominantly or entirely in the carbonyl O,S-anti form; the syn rotamer is the main form of I (R¹ = aryl, R² = Me), but ?15% of the anti rotamer is present. Nitrosation of 4-aryl-2-(dimethylamino)thiazoles to the 5-nitroso derivatives is discussed, and evidence for nitroso-oximino isomerization in a similar reaction is given. The rotational barrier of the dimethylamino group is unexpectedly high (¦¤G₂₉₈? = 69 kJ mol^-1), exceeding even that of the 5-(trifluoroacetyl) analogs.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Formula: C3H8N2S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Caldwell, Jennifer M. published the artcileStructural features and crystallographic examination of 5-acetyl- and 5-(trifluoroacetyl)-2-(N,N-disubstituted amino)thiazoles, COA of Formula: C3H8N2S, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1987), 2305-10, database is CAplus.

Title compounds I (R = H, R¹ = Me; R = Me, CMe₃, Ph, R¹ = Ph, Me) were prepared by unambiguous methods and examined spectrometrically. Crystallog. studies were carried out on 4 of the compounds and a related trifluoroacetyl compound (II). In solution I (R = H, CMe₃, Ph) exist predominantly in one conformation but I (R = Me) has two forms (carbonyl O,S-syn or anti, related by rotation of the acetyl group) of approx. equal stability. The x-ray work established that I (R = H, Ph) have carbonyl O,S-syn stereochem. whereas I (R = Me, CMe₃) have the anti arrangement. In contrast to I (R = Ph), II adopts the anti arrangement. These findings validate a correlation between the stereochem. of the rotational isomers and the positions of their carbonyl IR bands. The results also confirm the operation of a strong mesomeric interaction between the amino and acetyl groups.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, COA of Formula: C3H8N2S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Funnell, Richard A. published the artcileThree reactions leading to isomeric 2-(N,N-disubstituted amino)thiazol-5-yl ketones, Application In Synthesis of 6972-05-0, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1987), 2311-15, database is CAplus.

N-Imidoyl-N,N-disubstituted thioureas PhNHCR:NCSR¹ (R = CMe₃, Ph, 4-MeOC₆H₄, 4-ClC₆H₄, 2-thienyl, R¹ = NMe₂, NPhMe, pyrrolidino, piperidino, morpholino, hexahydroazepino) react with ¦Á-halo ketones R²COCH₂R³ (I, R² = Me, R³ = Cl; R² = Me, CMe₃, Ph, 4-ClC₆H₄, 4-MeOC₆H₄, 4-O₂NC₆H₄, Me₂CH, R³ = Br) in the presence of Et₃N to give the expected 2-(N,N-disubstituted amino)thiazol-5-yl ketones II in high yield. The corresponding reactions of N-acyl-N,N-disubstituted thioureas RCONHCSR¹ with I lead to mixtures of II and III, which arise from rearrangement between cyclic intermediates. Mixtures of II and III are also formed by treating N,N-disubstituted thioureas R¹CSNH₂ with 2-bromo-1,3-diketones RCOCHBrCOR². The mixtures from the second and third routes contain the same products but in significantly different proportions. A mechanistic scheme which accounts for the main findings was developed. Characteristic mass spectral fragmentation patterns were particularly useful in identifying the substituents at positions 4 and 5 of the thiazole ring.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Application In Synthesis of 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Kaye, Perry T. published the artcileN,N-Disubstituted 2-aminothiazole-5-carboxylates: preparation and rotation of functional groups, SDS of cas: 6972-05-0, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1983), 1677-80, database is CAplus.

Fourteen new 2-(dialkylamino)thiazole-5-carboxylates were prepared by cyclocondensation of ¦Á-bromo ¦Â-oxo esters with N,N-disubstituted thioureas. Thus, cyclocondensation of HCOCHBrCO₂Et with H₂NCSNMe₂ in refluxing EtOH gave thiazole I. The IR spectra of these compounds show carbonyl doublets arising from the carbonyl O,S-syn-s-trans and anti-s-trans rotamers. Variable temp ¹H NMR study showed barriers to rotation of the 2-amino groups of 41-47 kJ/mol. There is a strong mesomeric attraction between the carboxylate and amine groups.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, SDS of cas: 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Forlani, Luciano published the artcileIntermediates in the halogenation of some 2-aminothiazoles, SDS of cas: 6972-05-0, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1978), 1169-71, database is CAplus.

Halogenations (Cl, Br, 0¡ã) of aminothiazoles I (R¹ = R² = H, RR³ = bond) (R⁴ = H, R⁵ = H, Me₂CHCH₂, PhCH₂; R⁴ = R⁵ = Me) in MeOH, EtOH, H₂O, or (HOCH₂)₂ occurred regio- and stereospecifically to give the corresponding thiazoline hydrohalides I.HR¹ (R = R² = H) (R¹ = Cl, Br; R³ = OMe, OEt, OH, OCH₂CH₂OH) (80-95%). E.g., 95% I.HR¹ (R = R² = R⁴ = R⁵ = H, R¹ = Br, R³ = OEt) was obtained by bromination of 2-aminothiazole in EtOH. The mechanism of the reaction is discussed. The halothiazoline products were converted to the corresponding 5-halothiazoles I (RR³ = bond, R¹ = halo, R² = H) on heating a few h at ?70¡ã.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, SDS of cas: 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Muraoka, Kazuko published the artcileHeterometallic compounds. Interaction of the tricarbonyl containing W-Hg bond, [WCl(CO)₃(bipy)(HgCl)], with thioureas, Related Products of catalysis-chemistry, the publication is Ecletica Quimica (1997), 75-82, database is CAplus.

Reactions of [WCl(CO)₃(bipy)(HgCl)], [bipy = 2,2′-bipyridine], with thioureas were performed giving compounds [WCl(CO)₃(bipy)(HgCl)L], [L = thiourea (tu); N-methylthiourea (mtu); N,N-dimethylthiourea (dmtu)] in which the coordination sphere of the W atom remained unchanged. The coordination of the thioureas to Hg atom occurs, according to IR spectra, through the S atom.

Ecletica Quimica published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Kobayashi, Hiroko published the artcileSimultaneous quantitation of thioureas in rat plasma by high-performance liquid chromatography, Application of 1,1-Dimethylthiourea, the publication is Journal of Chromatography (1981), 207(2), 281-5, database is CAplus and MEDLINE.

A method is described for the isolation, identification, and determination of thioureas in rat plasma by high-performance liquid chromatog. (HPLC) without derivatization. Plasma in EtOH was centrifuged at 3000 rpm, the organic phase evaporated to dryness, the residue dissolved in CHCl₃, applied to silica gel column, the column washed with CHCl₃ and with 3% MeOH in CHCl₃ where 1,3-diethylthiourea [105-55-5], ethylenethiourea [96-45-7], 1,3-dimethylthiourea [534-13-4], and 1,1-dimethylthiourea [6972-05-0] were eluted. Thiourea [62-56-6], methylthiourea [598-52-7], and ethylthiourea [625-53-6] were eluted with 10% MeOH in CHCl₃. These fractions were concentrated and subjected to HPLC. For the simultaneous determination of these thioureas, 240 nm was selected as a reasonable wavelength to monitor the chromatograms.

Journal of Chromatography published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Application of 1,1-Dimethylthiourea.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia