2-Chloro-4,5-difluorobenzoyl Isocyanate → 1-(2-Chloro-4,5-difluorobenzoyl)-3-[2-(5-oxo-4,5-dihydro[1,3,4]oxadiazol-2-yl)thiophen-3-yl]urea

HRID 460316Notes

Reaction equation

HRID 460316 reaction equation
Cl.[NH2:2][C:3]1[CH:7]=[CH:6][S:5][C:4]=1[C:8]1[O:12][C:11](=[O:13])[NH:10][N:9]=1.[Cl:14][C:15]1[CH:25]=[C:24]([F:26])[C:23]([F:27])=[CH:22][C:16]=1[C:17]([N:19]=[C:20]=[O:21])=[O:18]>C(#N)C>[Cl:14][C:15]1[CH:25]=[C:24]([F:26])[C:23]([F:27])=[CH:22][C:16]=1[C:17]([NH:19][C:20]([NH:2][C:3]1[CH:7]=[CH:6][S:5][C:4]=1[C:8]1[O:12][C:11](=[O:13])[NH:10][N:9]=1)=[O:21])=[O:18]

Participants

4

Reactant 2

HCID 115575832-Chloro-4,5-difluorobenzoyl IsocyanateHCID 184459475-(3-Aminothiophen-2-yl)-3H-[1,3,4]oxadiazol-2-one hydrochloride

Product 1

HCID 100239521-(2-Chloro-4,5-difluorobenzoyl)-3-[2-(5-oxo-4,5-dihydro[1,3,4]oxadiazol-2-yl)thiophen-3-yl]urea

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

5-(3-Aminothiophen-2-yl)-3H-[1,3,4]oxadiazol-2-one hydrochloride (30 mg) is initially charged in 3 ml of acetonitrile. The equimolar solution of 2-chloro-4,5-difluorobenzoyl isocyanate in acetonitrile is added. After 3 hours, the solid is filtered off with suction and dried under reduced pressure.

Workup

  1. filtrationthe solid is filtered off with suction
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-a40b9f4cc3a94f01ae6e105810867fd5
Source dataset
uspto-grants-2007_03
Patent number
US07196114B2

Reaction notes

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