Thionyl Chloride → HCID 178468761, compound

HRID 653729Notes

Reaction equation

HRID 653729 reaction equation
O[CH2:2][C:3]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:21]3[NH:25][N:24]=[N:23][N:22]=3)=[CH:11][CH:10]=2)[C:6]2[C:26]([C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:27][CH:28]=[CH:29][C:5]=2[N:4]=1.S(Cl)([Cl:37])=O>C(Cl)Cl>[Cl:37][CH2:2][C:3]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:21]3[NH:25][N:24]=[N:23][N:22]=3)=[CH:11][CH:10]=2)[C:6]2[C:26]([C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:27][CH:28]=[CH:29][C:5]=2[N:4]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178468769HCID 178468769, compound

Product 1

HCID 178468761HCID 178468761, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ethyl 2-hydroxymethyl-1-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]benzimidazole-7carboxylate (0.2 g) in CH2Cl2 (3 ml) was added thionyl chloride (0.3 ml) dropwise and the mixture was refluxed for 3 hours. The reaction solution was poured into ice-water and the organic layer was washed with water, dried and evaporated to dryness to give a pale yellow amorphous powder (0.2 g, 96%).

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. washthe organic layer was washed with water
  3. customdried
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-55f6d382d6814546894187c83ad21f2d
Source dataset
uspto-grants-1992_07
Patent number
US05128356

Reaction notes

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