Dimethylacetamide → HCID 11947986, compound

HRID 2427900Notes

Reaction equation

HRID 2427900 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].CC([O-])(C)C.[K+].[CH3:46][N:47](C)[C:48](=O)C>O>[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:47]([CH3:48])[CH:46]=3)[CH:27]=[C:28]([CH3:29])[C:22]=2[N:21]=1)[CH2:18][CH3:19]

Participants

6

Reactant 4

HCID 31374DimethylacetamideHCID 11947984HCID 11947984, compoundHCID 23665647Potassium tert-butoxideHCID 178439855HCID 178439855, compound

Product 1

HCID 11947986HCID 11947986, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 4-bromomethyl-2′-formylbiphenyl (I) (1.2 g, 4.32 mmol), 2-(1-propyl)-4-methyl-6-(1′-methylbenzimidazol-2-yl)benzimidazole (1.1 g, 3.6 mmol) and potassium tert-butylate (0.41 g, 3.6 mmol) in 25 ml of N,N-dimethylacetamide is stirred at room temperature under argon atmosphere for 5 hours. Reaction mixture is poured in 160 ml of water and stirred for 30 minutes. Obtained precipitated solid is filtered off, suspended in 70 ml of water again, and stirred for 1 hour. Crude product is filtered off and dried in vacuum at 40° C. overnight. Yield: 1.37 g.

Workup

  1. customReaction mixture
  2. stirringstirred for 30 minutes
  3. customObtained
  4. customprecipitated solid
  5. filtrationis filtered off
  6. stirringstirred for 1 hour
  7. filtrationCrude product is filtered off
  8. customdried in vacuum at 40° C. overnight

Sources & evidence

ORD record
ord-5768193c90c4400a8a2a6a8c0f22a0a5
Source dataset
uspto-grants-2011_06
Patent number
US07968727B2

Reaction notes

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