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

HRID 460317Notes

Reaction equation

HRID 460317 reaction equation
Cl.[NH2:2][C:3]1[CH:7]=[CH:6][S:5][C:4]=1[C:8]1[O:12][C:11]([NH2:13])=[N: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>[NH2:13][C:11]1[O:12][C:8]([C:4]2[S:5][CH:6]=[CH:7][C:3]=2[NH:2][C:20]([NH:19][C:17](=[O:18])[C:16]2[CH:22]=[C:23]([F:27])[C:24]([F:26])=[CH:25][C:15]=2[Cl:14])=[O:21])=[N:9][N:10]=1

Participants

4

Reactant 2

HCID 115575832-Chloro-4,5-difluorobenzoyl IsocyanateHCID 184459455-(3-Aminothiophen-2-yl)[1,3,4]oxadiazol-2-ylamine hydrochloride

Product 1

HCID 184459361-[2-(5-Amino[1,3,4]oxadiazol-2-yl)thiophen-3-yl]-3-(2-chloro-4,5-difluorobenzoyl)urea

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

5-(3-Aminothiophen-2-yl)[1,3,4]oxadiazol-2-ylamine 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 and stirred at RT. 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-6533126c427c4eb895bcd3f527aa945e
Source dataset
uspto-grants-2007_03
Patent number
US07196114B2

Reaction notes

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