Ethanol → HCID 3554615, compound

HRID 1448983Notes

Reaction equation

HRID 1448983 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]([C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)O)=O)=[CH:4][CH:3]=1.[NH2:19][C:20]([NH2:22])=[S:21].O.C(O)C>C(O)CCCCC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:19][C:20](=[S:21])[NH:22][C:10]=2[C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 2723790ThioureaHCID 39382434,4'-dibromobenzoin

Product 1

HCID 3554615HCID 3554615, compound

Reagents, catalysts & solvents 1

HCID 81031-HexanolSolvent

Procedure

A mixture of 4,4'-dibromobenzoin (25 g, 0.068 mol) and thiourea (10.3 g, 0.14 mol) in hexanol (200 ml) was refluxed with azeotropic distillation of water for three hours. The solution was then cooled and ethanol (300 ml) was added. The mixture was further cooled and the small needles which formed were collected and washed with cold ethanol then ether and dried. Recrystallization of the product from ethyl acetate gave 4,5-bis-(4-bromophenyl)-1H-imidazole-2-thione, m.p. 288°.

Workup

  1. temperatureThe solution was then cooled
  2. temperatureThe mixture was further cooled
  3. customthe small needles which formed
  4. customwere collected
  5. washwashed with cold ethanol
  6. dry with materialether and dried
  7. customRecrystallization of the product from ethyl acetate

Sources & evidence

ORD record
ord-923517e0f45c4bbea8b8ddf7c9c5cb19
Source dataset
uspto-grants-1980_02
Patent number
US04188397

Reaction notes

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