Triethylamine → HCID 23461648, compound

HRID 2286505Notes

Reaction equation

HRID 2286505 reaction equation
[C:1](NC1C(Cl)=CC(C(O)=O)=C(OC)C=1)(=O)[CH3:2].C(N(CC)CC)C.[NH2:24][C:25]1[C:41]([Cl:42])=[CH:40][C:28]([C:29]([NH:31][N:32]2[CH2:37][CH2:36][N:35]([CH2:38][CH3:39])[CH2:34][CH2:33]2)=[O:30])=[C:27]([O:43][CH3:44])[CH:26]=1>CCOC(C)=O>[NH2:24][C:25]1[C:41]([Cl:42])=[CH:40][C:28]([C:29]([NH:31][N:32]2[CH2:37][CH2:36][N:35]([CH2:38][CH2:39][CH2:1][CH3:2])[CH2:34][CH2:33]2)=[O:30])=[C:27]([O:43][CH3:44])[CH:26]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 109884964-Acetamido-5-chloro-2-methoxybenzoic acidHCID 23461650HCID 23461650, compound

Product 1

HCID 23461648HCID 23461648, compoundYield 124.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Reaction between 4-acetylamino-5-chloro-2-methoxy benzoic acid (3.2 g, 0.013 mole), triethylamine (1.3 g) and N-n-butyl-N'-amino piperazine (2.06 g) (prepared in similar manner to that described in Example 5) and hydrolysis as described in Example 1 gave 4-amino-5-chloro-2-methoxy-N-[4-n-butyl-1-piperazinyl]benzamide (2.80 g, 63%) as colourless microcrystals, m.p. 173.5°-174° C. (ex. EtOAc/light petrol 40°-60°).

Workup

  1. customReaction

Sources & evidence

ORD record
ord-b9932f56388d405bbbb508021cf5b3dc
Source dataset
uspto-grants-1981_05
Patent number
US04267175

Reaction notes

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