Hydrazine hydrate (1:1) → 2-Aminomethyl-6-methyl-4-(2'-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester

HRID 1447583Notes

Reaction equation

HRID 1447583 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])[C:10]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:9]([CH3:24])[NH:8][C:7]=1[CH2:25][N:26]1C(=O)C2=CC=CC=C2C1=O)=[O:5])[CH3:2].O.NN>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])[C:10]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:9]([CH3:24])[NH:8][C:7]=1[CH2:25][NH2:26])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 705919372-Phthalimidomethyl-6-methyl-4-(2-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester

Product 1

HCID 704636212-Aminomethyl-6-methyl-4-(2'-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

14 g of 2-phthalimidomethyl-6-methyl-4-(2-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester are heated to the boil in 150 ccs of ethanol, with the addition of 5 ccs of hydrazine hydrate, for 2-3 hours, the mixture is filtered hot and the filtrate is filtered again after cooling and concentrated in vacuo.

Workup

  1. filtrationthe mixture is filtered hot
  2. filtrationthe filtrate is filtered again
  3. temperatureafter cooling
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9908bb81db644c96acacdc6fc0863675
Source dataset
uspto-grants-1979_12
Patent number
US04177278

Reaction notes

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