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| CAS No.: | 137-97-3 |
|---|---|
| Name: | 1,3-DI(O-TOLYL)THIOUREA |
| Molecular Structure: | |
|
|
|
| Formula: | C15H16 N2 S |
| Molecular Weight: | 256.371 |
| Synonyms: | Carbanilide,2,2'-dimethylthio- (6CI,7CI,8CI); 1,3-Bis(o-tolyl)thiourea;1,3-Di-o-tolylthiourea; Di-o-tolylthiourea; N,N'-Bis(2-methylphenyl)thiourea;N,N'-Di-o-tolylthiourea; NSC 119321; NSC 37140; sym-Di-o-tolylthiourea |
| Density: | 1.219g/cm3 |
| Melting Point: |
157-159 °C(lit.) |
| Boiling Point: | 367.5°Cat760mmHg |
| Flash Point: | 176°C |
| Hazard Symbols: | T |
| Risk Codes: | 25-36/37/38-50/53 |
| Safety: | Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits very toxic fumes of NOx and SOx. |
| PSA: | 56.15000 |
| LogP: | 4.25830 |

| Conditions | Yield |
|---|---|
| With sodium carbonate; triethylamine In water at 20 - 90℃; for 19h; | 99.3% |
| With triethanolamine; Lac sulfur; water for 1.5h; Heating; | 85% |
| With potassium hydroxide at 20℃; for 0.75h; Milling; Green chemistry; | 84% |

| Conditions | Yield |
|---|---|
| With quinoclamine at 0℃; | 95% |

sodium trithiocarbonate


o-toluidine

A

1-methyl-2-pyridinethione

B

N,N'-di(o-tolyl)thiourea

| Conditions | Yield |
|---|---|
| With 2-chloro-1-methyl-pyridinium iodide In dimethyl sulfoxide at 40℃; for 4h; | A n/a B 94% |


| Conditions | Yield |
|---|---|
| With triethanolamine; triethylamine In N,N-dimethyl-formamide for 2h; Heating; | 82% |

| Conditions | Yield |
|---|---|
| With triethanolamine; triethylamine In N,N-dimethyl-formamide for 2h; Heating; | 80% |

| Conditions | Yield |
|---|---|
| With PEG-400 In water for 0.0333333h; microwave irradiation; | 77% |

carbon disulfide


o-toluidine


benzylamine

A

N,N'-di(o-tolyl)thiourea

B

N-benzyl-N'-(2-methylphenyl)thiourea

C

dibenzyl thiourea

| Conditions | Yield |
|---|---|
| at 100℃; Ionic liquid; Green chemistry; | A 13% B 75% C 12% |


| Conditions | Yield |
|---|---|
| With copper(l) iodide; caesium carbonate; 2-bromo-4,5-dimethoxy-benzamide; N,N`-dimethylethylenediamine In toluene at 20 - 120℃; Inert atmosphere; | 62% |

| Conditions | Yield |
|---|---|
| With sodium sulfide; N-benzyl-N,N,N-triethylammonium chloride In water for 8h; Ambient temperature; | 36% |

(5-amino-[1,2,4]dithiazol-3-ylidene)-phenyl-amine


o-toluidine


N,N'-di(o-tolyl)thiourea

| Conditions | Yield |
|---|---|
| With ethanol |
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| 1. | ipr-mus LD50:100 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 . | ||
| 2. | orl-rbt LDLo:3000 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 17 (1921),349. |