Ethanone, 2-chloro-1,2-diphenyl- → Thiazole, triphenyl-

HRID 2049272

Reaction equation

HRID 2049272 reaction equation
[C:1]([NH2:9])(=[S:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10]1([C:16]([CH:18](Cl)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=O)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)(C)C>[C:10]1([C:16]2[S:8][C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[N:9][C:18]=2[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 95343Ethanone, 2-chloro-1,2-diphenyl-HCID 683563Thiobenzamide

Product 1

HCID 1712256Thiazole, triphenyl-

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Thiobenzamide (13.7 g, 0.10 mole) and desyl chloride (23.1 g, 0.10 mole) are heated under reflux in isopropyl alcohol (100 ml) for three hours. When the reaction mixture is cooled, the white solid precipitate formed is filtered off, washed twice with isopropyl alcohol, and dried. The yield of triphenylthiazole, m.p. 84°-85.5° C., is 21.5 g or 69%.

Workup

  1. temperatureWhen the reaction mixture is cooled
  2. customthe white solid precipitate formed
  3. filtrationis filtered off
  4. washwashed twice with isopropyl alcohol
  5. customdried

Sources & evidence

ORD record
ord-3912ad2349f94687be5fa180fdf6869a
Source dataset
uspto-grants-1980_04
Patent number
US04197306

Linked notes

Loading…