Phosgene → 2-[4-Chloro-2-ethoxy-5-(pyrrolidine-1-sulfonyl)phenyl]-4,5-bis-(4-chlorophenyl)-4,5-dimethyl-4,5-dihydroimidazole-1-carbonyl chloride

HRID 2263936Notes

Reaction equation

HRID 2263936 reaction equation
[Cl:1][C:2]1[C:7]([S:8]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)(=[O:10])=[O:9])=[CH:6][C:5]([C:16]2[NH:17][C:18]([C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=3)([CH3:29])[C:19]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)([CH3:21])[N:20]=2)=[C:4]([O:37][CH2:38][CH3:39])[CH:3]=1.[C:40](Cl)([Cl:42])=[O:41]>C(N(CC)CC)C>[Cl:1][C:2]1[C:7]([S:8]([N:11]2[CH2:12][CH2:13][CH2:14][CH2:15]2)(=[O:9])=[O:10])=[CH:6][C:5]([C:16]2[N:17]([C:40]([Cl:42])=[O:41])[C:18]([C:30]3[CH:31]=[CH:32][C:33]([Cl:36])=[CH:34][CH:35]=3)([CH3:29])[C:19]([C:22]3[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=3)([CH3:21])[N:20]=2)=[C:4]([O:37][CH2:38][CH3:39])[CH:3]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 68683573HCID 68683573, compound

Product 1

HCID 724557362-[4-Chloro-2-ethoxy-5-(pyrrolidine-1-sulfonyl)phenyl]-4,5-bis-(4-chlorophenyl)-4,5-dimethyl-4,5-dihydroimidazole-1-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a manner analogous to the method described in example 3, rac-(4S*,5R*)-2-[4-chloro-2-ethoxy-5-(pyrrolidine-1-sulfonyl)phenyl]-4,5-bis-(4-chlorophenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazole (example 53) was reacted with phosgene in the presence of triethylamine to give the title compound.

Sources & evidence

ORD record
ord-83792ce5145841e4a22d221ff1d9dc45
Source dataset
uspto-grants-2010_12
Patent number
US07851626B2

Reaction notes

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