Methyl 2,2,2-trichloroacetimidate → HCID 68292772, compound

HRID 514258Notes

Reaction equation

HRID 514258 reaction equation
[NH2:1][C:2]1[C:13]([NH2:14])=[CH:12][C:5]([C:6]([NH:8][CH:9]2[CH2:11][CH2:10]2)=[O:7])=[C:4]([Cl:15])[CH:3]=1.[Cl:16][C:17]([Cl:23])([Cl:22])[C:18](=N)OC>C(O)(=O)C>[Cl:15][C:4]1[C:5]([C:6]([NH:8][CH:9]2[CH2:11][CH2:10]2)=[O:7])=[CH:12][C:13]2[N:14]=[C:18]([C:17]([Cl:23])([Cl:22])[Cl:16])[NH:1][C:2]=2[CH:3]=1

Participants

4

Reactant 2

HCID 100479Methyl 2,2,2-trichloroacetimidateHCID 53417591HCID 53417591, compound

Product 1

HCID 68292772HCID 68292772, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 4,5-diamino-2-chloro-N-cyclopropylbenzamide (4.1 g, 18.2 mmol) in glacial acetic acid (50 ml) was added, at 0° C., methyl 2,2,2-trichloroacetimidate (2.21 ml, 18.2 mmol). The reaction mixture was stirred at room temperature for 16 h and then the solvent was removed under reduced pressure. The 6-chloro-N-cyclopropyl-2-(trichloromethyl)-1H-benzimidazole-5-carboxamide was used for Stage 4 directly without purification.

Workup

  1. customthe solvent was removed under reduced pressure
  2. customThe 6-chloro-N-cyclopropyl-2-(trichloromethyl)-1H-benzimidazole-5-carboxamide was used for Stage 4 directly without purification

Sources & evidence

ORD record
ord-130556059d9e4da3996f7ee5a99dc8c6
Source dataset
uspto-grants-2015_08
Patent number
US09107411B2

Reaction notes

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