Sodium Hydroxide → HCID 20378451, compound

HRID 2052020Notes

Reaction equation

HRID 2052020 reaction equation
C([NH:4][CH2:5][CH:6]([C:19]1[CH:24]=[CH:23][C:22]([N:25]([CH3:27])[CH3:26])=[CH:21][CH:20]=1)[CH:7]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:8][NH:9]C(=O)C)(=O)C.[OH-].[Na+]>>[NH2:4][CH2:5][CH:6]([C:19]1[CH:20]=[CH:21][C:22]([N:25]([CH3:27])[CH3:26])=[CH:23][CH:24]=1)[CH:7]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:8][NH2:9]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 20378458HCID 20378458, compound

Product 1

HCID 20378451HCID 20378451, compound

Procedure

19.1 g of N,N'-diacetyl-1,4-diamino-2-(p-dimethylaminophenyl)-3-phenyl-butane in 80 ml of 15% strength aqueous sodium hydroxide solution are heated to 200° C. in an autoclave for 16 hours. The reaction solution is then concentrated in a rotary evaporator and extracted with chloroform. After removing the chloroform in vacuo, 8.5 g of crystalline crude amine are obtained and this is recrystallised from 35 ml of isopropanol. Yield: 3.8 g of product having a melting point of 145°-146° C. A further 2.0 g of product having a melting point of 145°-146° C. are obtained by concentrating.

Workup

  1. concentrationThe reaction solution is then concentrated in a rotary evaporator
  2. extractionextracted with chloroform
  3. customAfter removing the chloroform in vacuo, 8.5 g of crystalline crude amine
  4. customare obtained
  5. customthis is recrystallised from 35 ml of isopropanol
  6. customare obtained
  7. concentrationby concentrating

Sources & evidence

ORD record
ord-3755539494954f61afd852442df1a8d2
Source dataset
uspto-grants-1980_01
Patent number
US04182832

Reaction notes

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