2227-79-4

Basic information

• Product Name: THIOBENZAMIDE
• Synonyms: Thiobenzamide,95%;ThiobenzaMide, 95% 50GR;Benzamide, thio-;Benzothiamide;Benzothioamide;Phenylthioamide;thio-benzamid;Tiobenzamide
• CAS NO: 2227-79-4
• Molecular Formula: C₇H₇NS
• Molecular Weight: 137.2
• EINECS: 218-765-6
• Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het;Organic Building Blocks;Sulfur Compounds;Thiocarbonyl Compounds
• Mol File: 2227-79-4.mol
• Article Data: 122

Chemical Properties

• Melting Point: 113-117 °C(lit.)
• Boiling Point: 245 °C at 760 mmHg
• Flash Point: 120°C
• Appearance: yellow/Crystalline Powder
• Density: 1.1364 (rough estimate)
• Vapor Pressure: 0.0294mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 12.68±0.29(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 606021
• CAS DataBase Reference: THIOBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: THIOBENZAMIDE(2227-79-4)
• EPA Substance Registry System: THIOBENZAMIDE(2227-79-4)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45-24/25
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: CV5860000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2227-79-4(Hazardous Substances Data)

Usage

Chemical Properties

Yellowish-green crystalline powder

Uses

Different sources of media describe the Uses of 2227-79-4 differently. You can refer to the following data:
1. Thiobenzamide is useful for the preparation of amide and amidine adducts. It is also used to prepare 4-oxo-4H-chromene-3-carbothioic acid N-phenylamides. Further, it acts as a raw material in organic synthesis.
2. Thiobenzamide was used to prepare amide and amidine adducts. It was also used in the synthesis of 4-oxo-4H-chromene-3-carbothioic acid N-phenylamides.

Synthesis Reference(s)

The Journal of Organic Chemistry, 41, p. 962, 1976 DOI: 10.1021/jo00868a013Synthesis, p. 917, 1978 DOI: 10.1055/s-1978-24939

Safety Profile

Poison by ingestion. Moderatelytoxic by intraperitoneal route. Questionable carcinogenwith experimental tumorigenic data. Mutation datareported. When heated to decomposition it emits verytoxic fumes of NOx and SOx.

InChI:InChI=1/C7H7NS/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9)

Synthetic route

benzonitrile (100-47-0) → benzenecarbothioamide (2227-79-4)

Conditions	Yield
With pyridine; diammonium sulfide; triethylamine In water at 50℃;	100%
With sodium hydrogensulfide; diethyl amine hydrochloride In 1,4-dioxane; water at 55℃; for 6h;	98%
With diisopropyldithiophosphoric acid In methanol at 60℃; for 4h;	97%

benzamide (55-21-0) → benzenecarbothioamide (2227-79-4)

Conditions	Yield
With alumina-supported P2S5 In tetrahydrofuran at 60℃; for 0.0833333h; Microwave irradiation;	98%
With 2,4-{[3-[(CH2)5C8F17]-4-MeO-phenyl]}2-P2S2 2,4-disulfide In tetrahydrofuran for 1.5h;	97%
With 2,4-bis(4-(5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluorododecyloxy)phenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide In tetrahydrofuran at 55℃; for 4h;	94%

5-phenyl-3H-1,2,4-dithiazole-3-one (7047-10-1) → hydrogen sulfide (7783-06-4) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
With carbonic anhydrase from bovine erythrocytes; GLUTATHIONE In aq. phosphate buffer; dimethyl sulfoxide at 20℃; for 4h; pH=7.4; Reagent/catalyst; Enzymatic reaction;	A n/a B 98%

thiobenzoyl (5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphinan-2-yl) sulfide (463962-26-7) → benzenecarbothioamide (2227-79-4)

Conditions	Yield
With pyridine; ammonium hydroxide In benzene Thioacylation;	95%
With ammonium hydroxide In benzene	94.5%

morpholine (110-91-8) + 2-thioxo-4-thiazolidinone (141-84-4) + benzamide (55-21-0) → 2-morpholin-4-yl-2-thiazole-4(5H)-one (16781-67-2) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
With MCM-41 mesoporous silica In ethanol; water for 8h; Reagent/catalyst; Solvent; Temperature; Time; Reflux; Green chemistry;	A n/a B 89%

Benzaldoxime (932-90-1) → benzenecarbothioamide (2227-79-4)

Conditions	Yield
With ammonium sulfide; trichlorotitanium(IV) trifluoromethanesulfonate; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 1h; Ionic liquid; chemoselective reaction;	87%
Multi-step reaction with 3 steps 1: trichlorothiophosphine; water; triethylamine / 70 - 75 °C / Neat (no solvent) 2: trichlorothiophosphine; water; triethylamine / 80 - 85 °C / Neat (no solvent) 3: water / 2.5 h / 80 - 85 °C / Neat (no solvent) View Scheme

benzaldehyde (100-52-7) → benzenecarbothioamide (2227-79-4)

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate; O,O-Diethyl hydrogen phosphorodithioate In 1,4-dioxane at 80 - 90℃; for 3h; Inert atmosphere;	85%
Stage #1: benzaldehyde With ammonia; iodine In water at 20℃; for 0.5h; Green chemistry; Stage #2: With O,O-Diethyl hydrogen phosphorodithioate In water at 90℃; for 2h; Solvent; Temperature; Time; Green chemistry;	85%
With sulfur; ammonium acetate In N,N-dimethyl-formamide at 100℃; for 5h; Green chemistry;	83%

thiobenzoylhydrazine (20605-40-7) + 2-diethylamino-5-phenyl-1,3,4-dithiazolium perchlorate → N,N-diethyl-5-phenyl-1,3,4-thiadiazol-2-amine (96134-33-7) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
With triethylamine In acetonitrile for 1h; Ambient temperature;	A 78% B 84%

2,5-diphenyl-1,3,4-dithiazolinium perchlorate + 2-amino-benzenethiol (137-07-5) → 2-Phenylbenzothiazole (883-93-2) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
In acetonitrile Ambient temperature;	A 83% B 53%

benzonitrile (100-47-0) + O,O-Diethyl hydrogen phosphorodithioate (298-06-6) → N-(O,O-diethylthiophosphoryl)thiobenzamide (68206-76-8) + O,O-diethyl-N-thiobenzoylamidophosphate (71039-20-8) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
In water at 80℃; for 1.5h;	A 4.2% B 4.1% C 82.5%

benzyl chloride (100-44-7) → benzenecarbothioamide (2227-79-4)

Conditions	Yield
With sulfur; formamide; sodium hydroxide at 100℃; for 8h; Schlenk technique;	79%

formamide (77287-34-4, 77287-35-5, 60100-09-6) + benzyl alcohol (100-51-6) → benzenecarbothioamide (2227-79-4)

Conditions	Yield
With caesium bromide; salicylaldehyde; sulfur; potassium hydroxide at 20℃; for 12h; Inert atmosphere;	75.8%

N-(4-methylphenyl)thiobenzamide (5373-55-7) → benzenecarbothioamide (2227-79-4)

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water at 25℃; for 48h; regioselective reaction;	74%

2-Cyan-3-phenyl-3-thiobenzoylamido-acrylsaeureethylester (101185-06-2) → 2-cyano-3-amino-3-phenyl acrylic acid ethyl ester (3336-69-4) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
With ammonium acetate In methanol for 0.0833333h; Heating;	A 71% B 48%

benzylamine (100-46-9) → N-benzyl-benzenecarbothioamide (14309-89-8) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
With sulfur at 170℃; for 0.25h; Microwave irradiation; neat (no solvent);	A 71% B 2.4%

2-Phenyl-5,6-dihydro-1,3,5-thiadiazine-4,6-dione (80784-80-1) → benzonitrile (100-47-0) + benzenecarbothioamide (2227-79-4) + benzoic acid (65-85-0)

Conditions	Yield
With sodium hydroxide at 25℃; for 1h; Product distribution; other thiadiazinediones; var. pH;	A 8% B 14% C 65%

4,4-diethyl-thiosemicarbazide (21198-48-1) + 2-diethylamino-5-phenyl-1,3,4-dithiazolium perchlorate → benzenecarbothioamide (2227-79-4) + 2,5-bis(diethylamino)-1,3,4-thiadiazole

Conditions	Yield
With triethylamine In water for 0.5h; Ambient temperature;	A 55% B 63%

O,O'-ethylene bis(hydrogen methylphosphonodithioate) (90889-28-4) + benzonitrile (100-47-0) → benzenecarbothioamide (2227-79-4) + 2,4-dimethyl-1,5,3,2,4-dioxathiadiphosphepane 2,4-disulfide

Conditions	Yield
In tetrachloromethane for 72h; Ambient temperature;	A 63% B 25%

benzonitrile (100-47-0) + O,O'-trimethylene bis(hydrogen methylphosphonodithioate) (106814-54-4) → benzenecarbothioamide (2227-79-4) + 2,4-dimethyl-1,4,3,2,4-dioxathiadiphosphocane 2,4-disulfide

Conditions	Yield
In tetrachloromethane Ambient temperature;	A 63% B 7%

5-Dimethylamino-3-phenyl-[1,4,2]dithiazol-1-ylium; perchlorate → 5-dimethylamino-3-phenyl-1,2,4-thiadiazole (35547-63-8) + 1,1-dimethyl-2-thiourea (6972-05-0) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
With ammonium hydroxide In water for 12h; Ambient temperature;	A 1% B 62% C 27%

N-(O,O-diethylthiophosphoryl)thiobenzamide (68206-76-8) → benzenecarbothioamide (2227-79-4)

Conditions	Yield
With water at 80℃; for 3h;	60%

benzonitrile (100-47-0) + O,O-Diethyl hydrogen phosphorodithioate (298-06-6) → N-(O,O-diethylthiophosphoryl)thiobenzamide (68206-76-8) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
at 80℃; for 2h;	A 58% B 16%
at 80℃; for 2h;	A 58% B 9.1%

acetic acid (64-19-7) + benzonitrile (100-47-0) + O,O-diisopropyl hydrogen phosphorodithioate (107-56-2) → O,O,O,O-tetraisopropyl pyrophosphorotrithioate (3253-29-0) + S-acetyl O,O-diisopropyl phosphorodithioate (24420-17-5) + N-(diisopropoxythiophosphoryl)thiobenzamide (66078-55-5) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
for 120h; Mechanism; Ambient temperature; other nucleophiles;	A n/a B n/a C n/a D 54%

benzonitrile (100-47-0) + O,O-diisopropyl hydrogen phosphorodithioate (107-56-2) → O,O,O,O-tetraisopropyl pyrophosphorotrithioate (3253-29-0) + S-acetyl O,O-diisopropyl phosphorodithioate (24420-17-5) + N-(diisopropoxythiophosphoryl)thiobenzamide (66078-55-5) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
With acetic acid for 120h; Ambient temperature; Yields of byproduct given;	A n/a B n/a C n/a D 54%

thiobenzoylurea (5499-30-9) → benzenecarbothioamide (2227-79-4)

Conditions	Yield
With sodium hydroxide Heating;	53%

Thiobenzoyl-thiophosphoramidic acid O,O'-dimethyl ester (105314-02-1) → benzenecarbothioamide (2227-79-4)

Conditions	Yield
With water at 80℃; for 3h;	50%

benzonitrile (100-47-0) + O,O-diisopropyl hydrogen phosphorodithioate (107-56-2) → N-(diisopropoxythiophosphoryl)thiobenzamide (66078-55-5) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
In diethyl ether for 456h; Ambient temperature; Yields of byproduct given;	A 46% B n/a
at 20℃; for 9h;	A 44% B 28%

2-diethylamino-5-phenyl-1,3,4-dithiazolium perchlorate → benzenecarbothioamide (2227-79-4) + 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine (14478-73-0) + 2,5-bis(diethylamino)-1,3,4-thiadiazole

Conditions	Yield
With hydrazine hydrate In water for 2h; Ambient temperature;	A 30% B 3% C 43%

benzamide (55-21-0) → benzonitrile (100-47-0) + benzenecarbothioamide (2227-79-4)

Conditions	Yield
With triethylamine; trichlorophosphate In water at 65 - 75℃; for 0.1h; microwave irradiation;	A n/a B 43%

benzenecarbothioamide (2227-79-4) → 3,5-diphenyl-[1,2,4]thiadiazole (4115-15-5)

Conditions	Yield
With p-toluene sulfinic acid In water at 80℃; for 4.5h;	100%
With 1,3-dibromo-5,5-diphenylimidazolidine-2,4-dione; water at 20℃; for 0.0833333h; neat (no solvent);	99%
With tert-butylhypochlorite In tetrachloromethane for 0.0833333h; Ambient temperature;	98%

benzenecarbothioamide (2227-79-4) + methyl iodide (74-88-4) → S-methyl thioimidate of benzoic acid (40780-81-2)

Conditions	Yield
In acetone for 5h; Heating / reflux;	100%
Ambient temperature;	98%
In acetone Ambient temperature;

2-Chlormethylen-α-tetralon (21916-15-4) + benzenecarbothioamide (2227-79-4) → Thiobenzimidic acid 1-oxo-3,4-dihydro-1H-naphthalen-(2Z)-ylidenemethyl ester; compound with perchloric acid (83251-64-3)

Conditions	Yield
With perchloric acid In acetic acid	100%

N-[2-(4-bromoacetyl-phenyl)-ethyl]-acetamide (416860-02-1) + benzenecarbothioamide (2227-79-4) → N-[2-[4-(2-Phenyl-thiazol-4-yl)-phenyl]-ethyl}-acetamide

Conditions	Yield
In ethanol	100%
In ethanol at 80℃; for 3h;

3-(phenylsulfanyl)-1-(thiophen-2-yl)prop-2-yn-1-ol (1062602-35-0) + benzenecarbothioamide (2227-79-4) → 2-phenyl-5-(phenylsulfanyl)-4-(2-thienylmethyl)-thiazole (1167412-44-3)

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; scandium tris(trifluoromethanesulfonate) In nitromethane; water for 0.166667h; Reflux; regioselective reaction;	100%
With tetra(n-butyl)ammonium hydrogensulfate; scandium tris(trifluoromethanesulfonate) In nitromethane; water for 0.166667h; Reflux;

1-(4-fluorophenyl)-3-(phenylsulfanyl)prop-2-yn-1-ol (1167412-36-3) + benzenecarbothioamide (2227-79-4) → 4-(4-fluorobenzyl)-2-phenyl-5-(phenylsulfanyl)thiazole (1167412-41-0)

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; scandium tris(trifluoromethanesulfonate) In nitromethane; water for 0.166667h; Reflux; regioselective reaction;	100%
With tetra(n-butyl)ammonium hydrogensulfate; scandium tris(trifluoromethanesulfonate) In nitromethane; water for 0.166667h; Reflux;

2-bromo-3'-methoxyacetophenone (5000-65-7) + benzenecarbothioamide (2227-79-4) → C16H13NOS (1013593-35-5)

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 8h; Reflux;	100%

C26H38BrN3O7 (1308396-68-0) + benzenecarbothioamide (2227-79-4) → C33H42N4O6S

Conditions	Yield
In tetrahydrofuran at 65℃; for 1h;	100%

benzenecarbothioamide (2227-79-4) → benzonitrile (100-47-0)

Conditions	Yield
With oxygen; sodium hydroxide In tetrahydrofuran; water at 20℃; for 3h;	99%
With p-methoxybenzenetellurinic acid anhydride In dichloromethane for 0.5h; Ambient temperature;	95%
With bis(4-methoxyphenyl)telluride; tetrabutylammonium acetate In water; acetonitrile electrolysis;	95%

isobutyryl chloride (79-30-1) + benzenecarbothioamide (2227-79-4) → N-Isobutyroyl-thiobenzamid (42123-88-6)

Conditions	Yield
With pyridine; dmap In acetonitrile	99%
With pyridine

2-chloroethanal (107-20-0) + benzenecarbothioamide (2227-79-4) → 2-phenylthiazole (1826-11-5)

Conditions	Yield
In ethanol at 95℃; for 3h;	99%
With acetic anhydride In toluene Heating;	79%
In ethanol for 3h; Reflux;	74%

2-Chloroacrylic acid (598-79-8) + benzenecarbothioamide (2227-79-4) → S-(2-Carboxy-2-chlorethyl)thiobenzamid-hydrochlorid (116077-21-5)

Conditions	Yield
With hydrogenchloride In benzonitrile for 14h; Ambient temperature;	99%

benzenecarbothioamide (2227-79-4) + methyl 3-(bromoacetyl)azulene-1-carboxylate (490039-00-4) → methyl 3-(2-phenylthiazol-4-yl)azulene-1-carboxylate

Conditions	Yield
With 4 A molecular sieve In ethanol for 1h; Hantzsch reaction; Heating;	99%

methanol (67-56-1) + C17H22BrNO5 + benzenecarbothioamide (2227-79-4) → 2-benzyloxycarbonylamino-3-(2-phenyl-thiazol-4-yl)-propionic acid methyl ester (845907-84-8)

Conditions	Yield
for 12h; Heating / reflux;	99%

bromopyruvic acid (1113-59-3) + benzenecarbothioamide (2227-79-4) → 2-phenyl-1,3-thiazole-4-carboxylic acid (7113-10-2)

Conditions	Yield
In 1,4-dioxane for 2h; Heating / reflux;	99%
In 1,4-dioxane at 110℃; for 2h;	0.8 g

1,1-bis(p-fluorophenyl)-3-(phenylsulfanyl)prop-2-yn-1-ol (1253754-43-6) + benzenecarbothioamide (2227-79-4) → 4-[bis(p-fluorophenyl)methyl]-2-phenyl-5-(phenylsulfanyl)-1,3-thiazole (1253754-71-0)

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; scandium tris(trifluoromethanesulfonate) In nitromethane; water for 0.166667h; Reflux;	99%

benzenecarbothioamide (2227-79-4) → 1,3-Benzothiazole (95-16-9)

Conditions	Yield
With water; caesium carbonate for 0.166667h; Microwave irradiation;	99%

1,3-Dichloroacetone (534-07-6) + benzenecarbothioamide (2227-79-4) → 2-phenyl-4-chloromethylthiazole (4771-31-7)

Conditions	Yield
In ethanol for 4h; Reflux;	98%
In ethanol for 2h; Reflux;	90%
Stage #1: 1,3-Dichloroacetone; benzenecarbothioamide In acetone Inert atmosphere; Reflux; Stage #2: With sulfuric acid for 0.5h; Inert atmosphere;	85%

N-(p-tolylsulfonyl)dibenzylselenimide (55986-20-4) + benzenecarbothioamide (2227-79-4) → dibenzyl selenide (1842-38-2) + toluene-4-sulfonamide (70-55-3) + benzonitrile (100-47-0)

Conditions	Yield
In methanol for 0.5h; Mechanism; Ambient temperature;	A 98% B 98% C 81%

benzenecarbothioamide (2227-79-4) + N,N-dimethylacetamide diethyl acetal (19429-85-7) → N1,N1-dimethyl-N2-thiobenzoylacetamidine (67229-59-8, 102254-71-7)

Conditions	Yield
	98%

methyl 2-chloroacrylate (80-63-7) + benzenecarbothioamide (2227-79-4) → S-<2-Chlor-2-(methoxycarbonyl)ethyl>thiobenzamid-hydrochlorid (116077-23-7)

Conditions	Yield
With hydrogenchloride In dichloromethane for 72h; Ambient temperature;	98%

benzenecarbothioamide (2227-79-4) + o-bromoacetylbenzophenone (33027-12-2) → 4-(2-benzoylphenyl)-2-phenylthiazole

Conditions	Yield
In 1,4-dioxane Ambient temperature;	98%

benzenecarbothioamide (2227-79-4) + 2-Bromo-4'-methoxyacetophenone (2632-13-5) → 4-(4′-methoxyphenyl)-2-phenylthiazole (2362-68-7)

Conditions	Yield
In ethylene glycol at 20℃; for 0.0833333h;	98%
In ethanol Hantzsch thiazole synthesis; Heating;
at 20℃; for 0.0833333h; grinding; neat (no solvent);

C11H17NO2S*ClH (1611471-28-3) + benzenecarbothioamide (2227-79-4) → 5-(2-methylpropyl)-2-phenyl-3H-thieno[2,3-d]pyrimidin-4-one (1056261-39-2)

Conditions	Yield
In neat (no solvent) Microwave irradiation;	98%

benzenecarbothioamide (2227-79-4) + 3-bromo-1-phenyl-1-propenyl bromide (4392-24-9) → 3-phenylallyl benzimidothioate hydrobromide

Conditions	Yield
In tetrahydrofuran at 67℃; Inert atmosphere;	98%

4-hydroxy[1]benzopyran-2-one (1076-38-6) + phenylglyoxal hydrate (1074-12-0) + benzenecarbothioamide (2227-79-4) → 3‐(2,4‐diphenylthiazol‐5‐yl)‐4‐hydroxy‐2H‐chromen‐2‐one

Conditions	Yield
With SBA-15*AEPH2-HPA In water at 50℃; for 0.25h; Catalytic behavior; Solvent; Temperature; Time; Green chemistry;	98%
With vitamin B1 stabilized on Fe3O4 magnetic nanoparticles In water at 80℃; for 0.583333h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Time; Green chemistry;	93%

phenylglyoxal hydrate (1074-12-0) + dimedone (126-81-8) + benzenecarbothioamide (2227-79-4) → 2-(2,4-diphenylthiazol-5-yl)-3-hydroxy-5,5-dimethylcyclohex-2-en-1-one

Conditions	Yield
With SBA-15*AEPH2-HPA In water at 50℃; for 0.25h; Green chemistry;	98%
With vitamin B1 stabilized on Fe3O4 magnetic nanoparticles In water at 80℃; for 0.666667h; Green chemistry;	84%

2-Aminobenzyl alcohol (5344-90-1) + benzenecarbothioamide (2227-79-4) → 2-phenyl-4H-benzo[d][1,3]thiazine (224300-14-5)

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 25℃; for 0.333333h;	98%

Upstream product

• 55-21-0 benzamide 
• 100-47-0 benzonitrile 
• 52421-65-5 N,N-dimethyl-N'-thiobenzoylformamidine 
• 150942-98-6 t-butyl lithioacetate 
• 64-19-7 acetic acid 
• 107-56-2 O,O-diisopropyl hydrogen phosphorodithioate 
• 65-85-0 benzoic acid 
• 57-14-7 N,N-Dimethylhydrazine 
• 298-06-6 O,O-Diethyl hydrogen phosphorodithioate 
• 90889-28-4 O,O'-ethylene bis(hydrogen methylphosphonodithioate) 
• 4486-43-5 thiophosphoric acid O,O'-dipropyl ester 
• 4486-44-6 O,O-diisopropylphosphorothioic acid 
• 105314-02-1 Thiobenzoyl-thiophosphoramidic acid O,O'-dimethyl ester 
• 80784-80-1 2-Phenyl-5,6-dihydro-1,3,5-thiadiazine-4,6-dione 

Downstream Products

• 100-47-0 benzonitrile 
• 4115-33-7 N-thiobenzoyl benzamidine 
• 42123-98-8 N-Thiobenzoyl-propionylamid 
• 4115-15-5 3,5-diphenyl-[1,2,4]thiadiazole 
• 14730-25-7 3-phenyl-1,4,2-dithiazole-5-thione 
• 6780-64-9 N-acetylthiobenzamide 
• 7520-94-7 5-acetyl-4-methyl-2-phenylthiazole 
• 59484-43-4 5-(4-methoxy-phenyl)-2-phenyl-thiazol-4-one 
• 23821-92-3 (2,4-diphenyl-thiazol-5-yl)-acetic acid methyl ester 
• 55434-31-6 6-(4-chloro-phenyl)-2,4-diphenyl-6H-[1,3]thiazine 
• 23821-88-7 (4-naphthalen-1-yl-2-phenyl-thiazol-5-yl)-acetic acid 
• 14078-82-1 N-methylolthiobenzamide 
• 65349-17-9 2-(2-phenyl-thiazol-4-yl)-benzoic acid ethyl ester 
• 59484-42-3 4-hydroxy-2,5-diphenyl-1,3-thiazole 

Relevant articles and documents

MECHANISM OF THE REACTION OF DIPHENYLPHOSPHINODITHIOIC ACID WITH NITRILES

Kinetic studies of the reaction of diphenylphosphinodithioic acid with nitriles support a two step mechanism, the first step being an "ene" reaction.

-

-

An efficient, one-pot, regioselective synthesis of 2-aryl/hetaryl-4-methyl-5-acylthiazoles under solvent-free conditions

In this article, we present an efficient, one-pot regioselective approach towards the synthesis of 2-aryl/hetaryl-4-methyl-5-acylthiazoles obtained during the reaction of α-bromo-1,3-diketones generated in situ by triturating unsymmetrical 1,3-diketones with N-bromosuccinimide, with various thioamides under solvent-free conditions. This environmentally benign protocol showed large functional group tolerance, resulted in the exclusive formation of a single isomer, out of the two possible regioisomers in admirable yields. The structure of the isomeric thiazole was assigned unambiguously on the basis of multinuclear NMR [(1H-13C) HMBC, (1H-13C) HMQC, (1H-15N) HMBC] and X-ray crystallographic studies. The entire protocol is ecologically desirable as it employs no organic solvent.

Transition-Metal-Free, General Construction of Thioamides from Chlorohydrocarbon, Amide and Elemental Sulfur

A general method for one-pot synthesis of thioamides is developed through a three-component reaction involving chlorohydrocarbon, amide and elemental sulfur. Such a strategy does not only avoid residual transition metal in the product but also prevent the generation of C?N coupling by-product. The latter is prone to be generated when alkane halide and amine are present. With the protocol proposed in this work, both alkyl and aryl thioamides can be obtained in moderate to excellent yields with a high tolerance of various functional groups. External oxidants are not required in the reaction. In addition, the reaction mechanisms are addressed using a combination of controlling experiments and quantum chemical calculations.