Ammonium Hydroxide → HCID 21779937, compound

HRID 638199Notes

Reaction equation

HRID 638199 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:13])[CH:9]=[C:10]([CH3:12])[NH2:11])=[CH:4][CH:3]=1.BrC1C=CC([C:21](=O)[CH2:22][C:23](=[O:25])C)=CC=1.[OH-].[NH4+]>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:9]2[CH:21]=[CH:22][C:23](=[O:25])[NH:11][C:10]=2[CH3:12])=[O:13])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 4326531-(4-bromophenyl)butane-1,3-dioneHCID 70354817HCID 70354817, compound

Product 1

HCID 21779937HCID 21779937, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The intermediate 3-(4-bromophenyl)-1-methyl-3-oxo-1-propenamine, m.p. 126°-128° C., 56.8 g, was prepared following the procedure described in Example A-2 using 83 g of 1-(4-bromophenyl)-1,3-butanedione, 750 ml of methanol and 100 ml of concentrated aqueous ammonium hydroxide solution. The solid residue after stripping the reaction mixture to dryness on a rotary evaporator was treated with 500 ml of boiling n-hexane, the mixture allowed to stand at room temperature overnight, and, the product collected and dried at room temperature.

Workup

  1. customon a rotary evaporator
  2. additionwas treated with 500 ml of boiling n-hexane
  3. customthe product collected
  4. customdried at room temperature

Sources & evidence

ORD record
ord-09cfda5caa9548a083e3ae9ec189222a
Source dataset
uspto-grants-1985_12
Patent number
US04560691

Reaction notes

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