Methyl chloroformate → HCID 20375725, compound

HRID 1448816Notes

Reaction equation

HRID 1448816 reaction equation
[C:1]([NH:4][CH:5]1[CH2:10][CH:9]=[CH:8][C:7]([C:11]([OH:13])=O)=[CH:6]1)(=[O:3])[CH3:2].C(N(CC)CC)C.COC(Cl)=O.[CH2:26]([NH2:29])[CH2:27][CH3:28]>ClCCl>[CH2:26]([NH:29][C:11]([C:7]1[CH:8]=[CH:9][CH2:10][CH:5]([NH:4][C:1](=[O:3])[CH3:2])[CH:6]=1)=[O:13])[CH2:27][CH3:28]

Participants

6

Reactant 4

HCID 6586Methyl chloroformateHCID 7852PropylamineHCID 8471TriethylamineHCID 20375746HCID 20375746, compound

Product 1

HCID 20375725HCID 20375725, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 180 mg (1 m mole) of 3-acetamido-1,5-cyclohexadiene carboxylic acid in 5 ml of dichloromethane is treated with 202 mg (2 m mole) of triethylamine and 94 mg (1 m mole) of methylchloroformate. After 30 minutes at 25° C. the solution is treated with 60 mg (1 m mole) of n-propylamine for 1 hour at 25° C. after which the solution is diluted with dichloromethane and, washed with water, dried and evaporated to give N-propyl-3-acetamido-1,5-cyclohexadienecarboxamide.

Workup

  1. washwashed with water
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-c3bd2846c610448fa1dfe8d88f7a3adc
Source dataset
uspto-grants-1980_02
Patent number
US04187316

Reaction notes

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