Dimethylamine → HCID 13773219, compound

HRID 236065Notes

Reaction equation

HRID 236065 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:22]=[CH:21][C:9]([C:10]([NH:12][C:13]2[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:20])=[O:11])=[CH:8][CH:7]=1)=[O:4].[CH3:23][NH:24][CH3:25]>O1CCCC1>[CH3:23][N:24]([CH2:2][C:3]([NH:5][C:6]1[CH:22]=[CH:21][C:9]([C:10]([NH:12][C:13]2[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:20])=[O:11])=[CH:8][CH:7]=1)=[O:4])[CH3:25]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 13773215HCID 13773215, compound

Product 1

HCID 13773219HCID 13773219, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3.0 g of 4-[(chloroacetyl)amino]-N-(2,6-dimethylphenyl)benzamide and 22 ml of 40% aqueous dimethylamine in tetrahydrofuran was stirred at room temperature overnight. After the reaction was evaporated to dryness, the residue was taken up in chloroform, washed with 10% aqueous sodium carbonate, water, and a saturated sodium chloride solution, dried over sodium sulfate, and evaporated to dryness. Crystallization from methanol/water provided 2.8 g of the desired title product, m.p. 276°-278° C.

Workup

  1. customAfter the reaction was evaporated to dryness
  2. washwashed with 10% aqueous sodium carbonate, water
  3. dry with materiala saturated sodium chloride solution, dried over sodium sulfate
  4. customevaporated to dryness
  5. customCrystallization from methanol/water

Sources & evidence

ORD record
ord-36bc2880d6a744a38237d3c1140f561a
Source dataset
uspto-grants-1987_02
Patent number
US04642379

Reaction notes

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