1,1'-Thiocarbonyldiimidazole supplier

Name
1,1'-ThiocarbonylDiimidazole
EINECS 228-183-4
CAS No. 6160-65-2
Article Data10
CAS DataBase
Density 1.39 g/cm³
Solubility decomposes
Melting Point 98-102 °C(lit.)
Formula C₉H₁₆N₂O
Boiling Point 390.8 °C at 760 mmHg
Molecular Weight 178.217
Flash Point 190.1 °C
Transport Information
Appearance yellow powder
Safety 22-24/25
Risk Codes 22-34
Molecular Structure
Hazard Symbols Xi
Synonyms 1H-Imidazole,1,1'-carbonothioylbis- (9CI);Imidazole, 1,1'-(thiocarbonyl)di- (7CI,8CI);1,1'-(Thiocarbonyl)bis[imidazole];1,1'-(Thiocarbonyl)diimidazole;1-(1H-Imidazol-1-ylcarbothioyl)-1H-imidazole;Diimidazol-1-ylmethanthione;N,N'-Thiocarbonyldiimidazole;NSC 141692;Thiocarbonylbisimidazole;1,1'-Thiocarbonylbis(imidazole);1H-Imidazole, 1,1'-carbonothioylbis-;1,1'-Thiocarbonyldiimidazole;
PSA 67.73000
LogP 0.76090

Synthetic route

: 463-71-8
thiophosgene

: 18156-74-6
1-(Trimethylsilyl)imidazole

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

Conditions

Conditions	Yield
In tetrachloromethane	94%
In benzene a) 0 deg C, 30 min, b) RT, 30 min;

: 288-32-4
1H-imidazole

: 463-71-8
thiophosgene

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

Conditions

Conditions	Yield
In 1,2-dichloro-ethane for 0.5h;

: 69530-93-4
5'-(O-tert-butyldimethylsilyl)adenosine

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 119818-50-7
D-2',3'-O-thiocarbonylene-5'-O-tert-butyldimethylsilyl adenosine

Conditions

Conditions	Yield
In 1,2-dichloro-ethane for 3h; Inert atmosphere; Reflux;	100%
In N,N-dimethyl-formamide at 80℃; for 1h;	73.5%

: cis-3,4-bis<(tert-butyldimethylsilyl)ethynyl>-3-cyclobutene-1,2-diol

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: cis-1,2-bis<(tert-butyldimethylsilyl)ethynyl)>-3,4-(thiocarbonyldioxy)-1-cyclobutene

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 0.5h;	100%

: 86263-38-9
Methyl 3,6-Di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 157553-82-7
C33H27N3O9S

Conditions

Conditions	Yield
In 1,2-dimethoxyethane Heating;	100%

: 78064-61-6
1-Methyl-5'-O-tritylpseudouridine

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 78064-62-7
1-Methyl-2',3'-O-(thionocarbonyl)-5'-O-tritylpseudouridine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 10h; Ambient temperature;	100%

: 94707-76-3
((1R,6R,7S,8S,9R)-9-Hydroxy-7-trimethylsilanyloxy-2-aza-tricyclo[5.3.1.02,6]undec-8-yl)-acetic acid methyl ester

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 94731-59-6
[(1R,6R,7S,8S,9R)-9-(Imidazole-1-carbothioyloxy)-7-trimethylsilanyloxy-2-aza-tricyclo[5.3.1.02,6]undec-8-yl]-acetic acid methyl ester

Conditions

Conditions	Yield
In tetrahydrofuran at 25℃; for 4h;	100%

: 100021-22-5
(+/-)-(1α,2β,3α,4α,5β)-2-(6-amino-9H-purin-9-yl)-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 100021-23-6
(+/-)-(1β,2α,3β,4α,5α)-1-(6-amino-9H-purin-9-yl)-4,5-(dimethylmethylenedioxy)-2-<(1-imidazolylthiocarbonyl)oxy>-3-<(phenylmethoxy)methyl>cyclopentane

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 70℃; for 2h;	100%

: 7304-32-7
2-fluoro-5-nitrobenzoic acid

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 1003-03-8
Cyclopentamine

4-aminobenzoic acid bound to solid support: 4-aminobenzoic acid bound to solid support

: 4-(1-cyclopentyl-6-nitro-4-oxo-2-thioxo-1,4-dihydro-2H-quinazolin-3-yl)-benzoic acid

Conditions

Conditions	Yield
Multistep reaction;	100%

...Expand

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 248256-46-4
(1S,2S,3R)-1-hydroxymethyl-2-phenyl-3-(phenylthiomethyl)cyclopropane

: 392656-00-7
Imidazole-1-carbothioic acid O-((1S,2S,3R)-2-phenyl-3-phenylsulfanylmethyl-cyclopropylmethyl) ester

Conditions

Conditions	Yield
In toluene at 50℃; for 1.5h;	100%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 392656-23-4
[(1S,2S,3R)-2-Benzo[1,3]dioxol-5-yl-3-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopropyl]-methanol

: 392655-92-4
(1R,2S,3S)-1-tert-butyldimethylsiloxymethyl-2-imidazolylthiocarbonyloxymethyl-3-(3,4-(methylenedioxy)phenyl)cyclopropane

Conditions

Conditions	Yield
In toluene at 50℃;	100%

: 104-86-9
4-chlorobenzylamine

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 74-88-4
methyl iodide

: 3-(4-chloro-benzylthiocarbamoyl)-1-methyl-3H-imidazol-1-ium; iodide

Conditions

Conditions	Yield
Stage #1: 4-chlorobenzylamine; 1,1'-Thiocarbonyldiimidazole In acetonitrile at 20℃; for 1h; Stage #2: methyl iodide In acetonitrile at 20℃;	100%

...Expand

: 2393-23-9
4-methoxy-benzylamine

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 74-88-4
methyl iodide

: 3-(4-methoxy-benzylthiocarbamoyl)-1-methyl-3H-imidazol-1-ium; iodide

Conditions

Conditions	Yield
Stage #1: 4-methoxy-benzylamine; 1,1'-Thiocarbonyldiimidazole In acetonitrile at 20℃; for 1h; Stage #2: methyl iodide In acetonitrile at 20℃;	100%

...Expand

: 15100-75-1
L-phenylalanine tert-butyl ester hydrochloride

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 2-[(imidazole-1-carbothioyl)-amino]-3-phenyl-propionic acid tert-butyl ester

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 0.25h;	100%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 457630-79-4
Bis-((R)-2,2-diethyl-[1,3]dioxolan-4-yl)-methanol

: 684213-90-9
(2R,4R)-1,2:4,5-di-O-(3,3-pentylidene)-3-O-[(N-imidazolyl)thiocarbonyl]arabitol

Conditions

Conditions	Yield
In 1,2-dichloro-ethane for 6h; Heating;	100%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 654680-68-9
(1R,2R,3S,4S,6S)-3-Allyl-4-benzyloxymethyl-7-oxa-bicyclo[4.1.0]heptan-2-ol

: 654680-36-1
O-[(1R,2S,3S,5S,6S)-5-benzyloxymethyl-6-(2-propenyl)-2,3-epoxycyclohexanyl]-1-imidazothioate

Conditions

Conditions	Yield
With dmap In dichloromethane for 1.5h; Heating;	100%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 7,8-diamino-10-methylsulfanyl-decanoic acid methyl ester dihydrochloride

: 6-[(S)-5-(2-Methylsulfanyl-ethyl)-2-thioxo-imidazolidin-4-yl]-hexanoic acid methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	100%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 691407-33-7
(2S,3S)-2-N-tert-butoxycarbonylamino-1-tert-butyldiphenylsilyloxy-3-fluoromethyl-5-hydroxypentane

: 691407-34-8
(3S,4S)-O-(4-tert-butoxycarbonylamino-5-tert-butyldiphenylsilyloxy-3-fluoromethylpentyl)-1H-imidazole-1-carbothioate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 12h;	100%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 828249-10-1
5-amino-5-deoxy-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-D-ribofuranosylamine

: 828249-11-2
5-deoxy-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-5-isothiocyanato-α-D-ribofuranosylamine

Conditions

Conditions	Yield
In dichloromethane at 0℃; for 1h;	100%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: (1S,2R,4R,5S,6S,7R)-5-Hydroxy-7-(4-methoxy-phenyl)-3-aza-tricyclo[2.2.1.02,6]heptane-1,3-dicarboxylic acid 3-tert-butyl ester 1-methyl ester

: (1S,2R,4R,5S,6S,7R)-5-(Imidazole-1-carbothioyloxy)-7-(4-methoxy-phenyl)-3-aza-tricyclo[2.2.1.02,6]heptane-1,3-dicarboxylic acid 3-tert-butyl ester 1-methyl ester

Conditions

Conditions	Yield
In dichloromethane	100%

: 850353-85-4
methyl 3,4-O-isopropylidene-[2-(2)H]-shikimate

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 850353-86-5
methyl 3,4-O-isopropylidene-5-O-thiocarbonylimidazole-[2-(2)H]-shikimate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 16h;	100%
In dichloromethane at 20℃; for 16h;	99%

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 1-(1H-imidazol-1-ylcarbonothioyl)-1,2,3,4-tetrahydroquinoline

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 2h;	100%

: 351983-31-8
5-chloro-2-thiophenecarboxylic acid hydraizde

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 115903-57-6
5-(5-chlorothiophen-2-yl)-1,3,4-oxadiazole-2(3H)-thione

Conditions

Conditions	Yield
In tetrahydrofuran at 80℃; for 24h;	100%
In tetrahydrofuran for 72h; Heating;	52%

1,1'-Thiocarbonyldiimidazole Specification

The 1,1'-Thiocarbonyldiimidazole with CAS registry number of 6160-65-2 is also called N,N'-Thiocarbonyldiimidazole. The IUPAC name is di-1H-imidazol-1-ylmethanethione. Its EINECS registry number is 228-183-4. In addition, the formula is C₇H₆N₄S and the molecular weight is 178.21. It is belongs to the classes of Imidazoles; Carbonyldiimidazole Derivatives; Coupling; Synthetic Reagents; Carbonyldiimidazole DerivativesBuilding Blocks; Heterocyclic Building Blocks. It can be prepared by phosgene sulfur and 1-(Trimethylsilyl) imidazole. What's more, it is a kind of yellow powder. It is stable and incompatible with strong oxidizing agents and strong acids. But it is sensitive to air and moisture.

Physical properties about 1,1'-Thiocarbonyldiimidazole are: (1)ACD/LogP: -0.02; (2)ACD/LogD (pH 5.5): -0.02; (3)ACD/LogD (pH 7.4): -0.02; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 23.23; (7)ACD/KOC (pH 7.4): 23.23; (8)#H bond acceptors: 4; (9)Index of Refraction: 1.73; (10)Molar Refractivity: 51.05 cm³; (11)Molar Volume: 127.857 cm³; (12)Polarizability: 20.238 10-24cm³; (13)Surface Tension: 57.1759986877441 dyne/cm; (14)Density: 1.394 g/cm³; (15)Flash Point: 190.141 °C; (16)Enthalpy of Vaporization: 64.031 kJ/mol; (17)Boiling Point: 390.786 °C at 760 mmHg

Uses of 1,1'-Thiocarbonyldiimidazole: it can react with 4,4'-Dimethoxy-benzhydrol to get 1-[bis-(4-methoxy-phenyl)-methyl]-1H-imidazole. This reaction will need reagent tetrahydrofuran. The reaction time is 6 hours by heating and the yield is about 75%.

1,1'-ThiocarbonylDiimidazole can react with 4,4'-Dimethoxy-benzhydrol to get 1-[bis-(4-methoxy-phenyl)-methyl]-1H-imidazole

When you are using this chemical, please be cautious about it as the following:
You should avoid contact with skin and eyes and should not breathe dust.

You can still convert the following datas into molecular structure:
(1)SMILES: S=C(n1cncc1)n2ccnc2
(2)InChI: InChI=1/C7H6N4S/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H
(3)InChIKey: RAFNCPHFRHZCPS-UHFFFAOYAV

Product Name

1,1'-ThiocarbonylDiimidazole

Synthetic route

1,1'-Thiocarbonyldiimidazole Specification

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