Oxalyl chloride → HCID 18680910, compound

HRID 1699603Notes

Reaction equation

HRID 1699603 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[N:11]=[C:10]([CH:12]3[CH2:14][CH2:13]3)[N:9]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[Cl:22])[C:8]=2[CH:23]=1)(O)=[O:2].C(Cl)(=O)C([Cl:27])=O>CN(C)C=O.C(Cl)Cl>[ClH:22].[Cl:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[CH2:15][N:9]1[C:8]2[CH:23]=[C:4]([C:1]([Cl:27])=[O:2])[CH:5]=[CH:6][C:7]=2[N:11]=[C:10]1[CH:12]1[CH2:14][CH2:13]1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 18681159HCID 18681159, compound

Product 1

HCID 18680910HCID 18680910, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A suspension is prepared by adding 6-carboxy-1-(2-chlorobenzyl)-2-cyclopropylbenzimidazole (390 mg) to methylene chloride (10 ml) which includes N,N-dimethylformamide (one drop). Oxalyl chloride (0.208 ml) is dripped into the suspension over a period of a few minutes at room temperature. After stirring for two hours at the same temperature, the mixed material is concentrated under reduced pressure. Isopropyl ether is added to the residue, which is then turned into powder. Thus, white powder of 1-(2-chlorobenzyl)-6-chlorocarbonyl-2-cyclopropylbenzimidazole hydrochloride (450 mg) is obtained. Because this material is unstable, it is used as a source material for the next process without purification.

Workup

  1. customA suspension is prepared
  2. concentrationthe mixed material is concentrated under reduced pressure
  3. additionIsopropyl ether is added to the residue, which

Sources & evidence

ORD record
ord-6ff52d03c5a84ffa97d0b89827737dcf
Source dataset
uspto-grants-2002_02
Patent number
US06348032B1

Reaction notes

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