Thiourea → HCID 19775548, compound

HRID 1613250Notes

Reaction equation

HRID 1613250 reaction equation
Cl[CH:2]([C:13](=O)[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1.[NH2:20][C:21]([NH2:23])=[S:22]>C(Cl)Cl>[NH2:23][C:21]1[S:22][C:2]([CH2:3][C:4]2[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=2)=[C:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[N:20]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 19775577HCID 19775577, compound

Product 1

HCID 19775548HCID 19775548, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

An equimolar mixture (18 mmol) of 2-chloro-1-(4-nitrophenyl)octan-3-one and thiourea is heated at 60° C. for 6 hours. The reaction mixture is taken up in methylene chloride and filtered. After concentration, the filtrate is washed with water which has been rendered basic, and extracted with chloroform to give 3 g of 2-amino-5-(4-nitrobenzyl)-4-pentylthiazole in the form of a brown oil, which is used as such for the next step.

Workup

  1. filtrationfiltered
  2. concentrationAfter concentration
  3. washthe filtrate is washed with water which
  4. extractionextracted with chloroform

Sources & evidence

ORD record
ord-ab5c495c9d644d2a81cbdea81da54c83
Source dataset
uspto-grants-1993_03
Patent number
US05192781

Reaction notes

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