Chloroform → HCID 70575136, compound

HRID 2286514Notes

Reaction equation

HRID 2286514 reaction equation
C([NH:4][C:5]1[C:13]([Br:14])=[CH:12][C:8]([C:9](Cl)=[O:10])=[C:7]([O:15][CH3:16])[CH:6]=1)(=[O:3])C.[NH2:17][N:18]1[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]1.C(N(CC)CC)C.C(Cl)(Cl)Cl>C1(C)C=CC=CC=1>[OH2:3].[NH2:4][C:5]1[C:13]([Br:14])=[CH:12][C:8]([C:9]([NH:17][N:18]2[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]2)=[O:10])=[C:7]([O:15][CH3:16])[CH:6]=1.[NH2:4][C:5]1[C:13]([Br:14])=[CH:12][C:8]([C:9]([NH:17][N:18]2[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]2)=[O:10])=[C:7]([O:15][CH3:16])[CH:6]=1

Participants

6

Reactant 4

HCID 6212ChloroformHCID 8471TriethylamineHCID 813491-Amino-4-methylpiperazineHCID 23461675HCID 23461675, compound

Product 1

HCID 70575136HCID 70575136, compoundYield 73.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Reaction between 4-acetylamino-5-bromo-2-methoxybenzoyl chloride (prepared from 2.1 g. of corresponding acid and thionyl chloride), N-amino-N'-methyl piperazine (0.85 g.) and triethylamine (2 ml.) in toluene followed by alkaline hydrolysis as described in Example 20 gave 4-amino-5-bromo-2-methoxy-N-[4-methyl-1-piperazinyl]-benzamide hemihydrate (1.78 g., 68%) m.p. 174°-6° (ex-chloroform).

Workup

  1. customfollowed by alkaline hydrolysis

Sources & evidence

ORD record
ord-d12c960b2dee49b7aab2c339b209ce34
Source dataset
uspto-grants-1981_05
Patent number
US04267175

Reaction notes

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