Water → HCID 11947986, compound

HRID 2427898Notes

Reaction equation

HRID 2427898 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH:15]=[O:16])=[CH:5][CH:4]=1.[CH2:17]([C:20]1[NH:21][C:22]2[C:28]([CH3:29])=[CH:27][C:26]([C:30]3[N:34]([CH3:35])C4C=CC=CC=4N=3)=[CH:25][C:23]=2[N:24]=1)[CH2:18][CH3:19].[OH-].[Na+].O.[CH3:43][N:44](C)[C:45](=O)C>>[CH2:17]([C:20]1[N:24]([CH2:2][C:3]2[CH:8]=[CH:7][C:6]([C:9]3[C:10]([CH:15]=[O:16])=[CH:11][CH:12]=[CH:13][CH:14]=3)=[CH:5][CH:4]=2)[C:23]2[CH:25]=[C:26]([C:30]3[N:34]=[CH:35][N:44]([CH3:45])[CH:43]=3)[CH:27]=[C:28]([CH3:29])[C:22]=2[N:21]=1)[CH2:18][CH3:19]

Participants

6

Reactant 5

HCID 962WaterHCID 14798Sodium HydroxideHCID 31374DimethylacetamideHCID 11947984HCID 11947984, compoundHCID 178439855HCID 178439855, compound

Product 1

HCID 11947986HCID 11947986, compound

Procedure

A suspension of 4-bromomethyl-2′-formylbiphenyl (I) (1.0 g, 3.6 mmol), 2-n-propyl-4-methyl-6-(1′-methylbenzimidazol-2-yl)benzimidazole (1.1 g, 3.6 mmol) and NaOH (0.15 g, 3.6 mmol) in 25 ml of N,N-dimethylacetamide is stirred at room temperature under argon atmosphere for 20 hours. Reaction mixture into poured into 160 ml of water and extracted 4 times with 40 ml of ethyl acetate. Combined organic extracts are dried over MgSO4 and evaporated under reduced pressure. Crude amorphous product is obtained in yield: 3.01 g.

Workup

  1. customReaction mixture
  2. extractionextracted 4 times with 40 ml of ethyl acetate
  3. dry with materialCombined organic extracts are dried over MgSO4
  4. customevaporated under reduced pressure
  5. customCrude amorphous product is obtained in yield: 3.01 g

Sources & evidence

ORD record
ord-d863e0c5500e4980990cd1688e4c486e
Source dataset
uspto-grants-2011_06
Patent number
US07968727B2

Reaction notes

Loading…