Triethylamine → HCID 23461659, compound

HRID 2286502Notes

Reaction equation

HRID 2286502 reaction equation
[C:1]([NH:4][C:5]1[C:13]([Cl:14])=[CH:12][C:8]([C:9](Cl)=[O:10])=[C:7]([O:15][CH3:16])[CH:6]=1)(=[O:3])[CH3:2].C(N(CC)CC)C.[CH3:24][N:25]1[CH2:30][CH2:29][N:28]([NH2:31])[CH2:27][CH2:26]1.[OH-].[Na+]>C1C=CC=CC=1>[C:1]([NH:4][C:5]1[C:13]([Cl:14])=[CH:12][C:8]([C:9]([NH:31][N:28]2[CH2:29][CH2:30][N:25]([CH3:24])[CH2:26][CH2:27]2)=[O:10])=[C:7]([O:15][CH3:16])[CH:6]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 813491-Amino-4-methylpiperazineHCID 113799924-Acetamido-5-chloro-2-methoxybenzoyl chloride

Product 1

HCID 23461659HCID 23461659, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

4-acetylamino-5-chloro-2-methoxy benzoyl chloride (2.70 g, 0.0103 mole) in anhydrous benzene (100 ml) in the presence of triethylamine (1.1 g) was treated with 4-methyl-1-amino piperazine (1.18 g). After 6 hours the reaction mixture was basified with dilute sodium hydroxide and extracted with hot ethyl acetate. On cooling the extracts yielded 4-acetylamino-5-chloro-2-methoxy-N-[4-methyl-1-piperazinyl]benzamide (1.72 g), m.p. 198°-200° C.

Workup

  1. extractionextracted with hot ethyl acetate
  2. temperatureOn cooling the extracts

Sources & evidence

ORD record
ord-c0cc291bed034369b188fca0a3331003
Source dataset
uspto-grants-1981_05
Patent number
US04267175

Reaction notes

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