Ethyl orthoformate → HCID 14232981, compound

HRID 580472Notes

Reaction equation

HRID 580472 reaction equation
[NH2:1][C:2]1[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][C:3]=1[C:4]([NH:6][CH2:7][CH:8]([CH3:15])[CH2:9][N:10]1[CH:14]=[CH:13][N:12]=[CH:11]1)=[O:5].[CH:21](OCC)(OCC)OCC>C(O)C>[Br:20][C:17]1[CH:16]=[C:3]2[C:2](=[CH:19][CH:18]=1)[N:1]=[CH:21][N:6]([CH2:7][CH:8]([CH3:15])[CH2:9][N:10]1[CH:14]=[CH:13][N:12]=[CH:11]1)[C:4]2=[O:5]

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 13952850HCID 13952850, compound

Product 1

HCID 14232981HCID 14232981, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.37 g of 2-amino-5-bromo-N-[3-(1H-imidazol-1-yl)-2 -methylpropyl]benzamide, 5 ml of triethyl orthoformate and 10 ml of ethanol was heated at reflux temperature for 20 hours. The reaction mixture was concentrated, triturated with ether and then boiled with ethyl acetate. The insoluble product was filtered off, mp 159°-162° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 20 hours
  3. concentrationThe reaction mixture was concentrated
  4. customtriturated with ether
  5. filtrationThe insoluble product was filtered off

Sources & evidence

ORD record
ord-fcf6d834ced14397aa285ef288a18812
Source dataset
uspto-grants-1988_06
Patent number
US04753944

Reaction notes

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