Methyl chloroformate → HCID 86751764, compound

HRID 1941091Notes

Reaction equation

HRID 1941091 reaction equation
Cl[C:2]([O:4][CH3:5])=[O:3].[NH2:6][N:7]=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:24])[NH:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:11][CH:10]=1>C(N(CC)CC)C.CN(C=O)C>[CH3:5][O:4][C:2]([NH:6][N:7]=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:24])[NH:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:11][CH:10]=1)=[O:3]

Participants

5

Reactant 2

HCID 6586Methyl chloroformateHCID 85797117HCID 85797117, compound

Product 1

HCID 86751764HCID 86751764, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

1.74 g (22.7 mmol) of methyl chloroformate are added dropwise to a solution of 5 g (18.92 mmol) of ethyl (3-(4-(aminoiminomethyl)phenyl)ureido)acetate in 53 ml of triethylamine and 100 ml of DMF. After 7 d at room temperature, solid is filtered off and the filtrate is concentrated in vacuo. The residue is chromatographed on silica gel (ethyl acetate/methanol 95:5).

Workup

  1. filtrationsolid is filtered off
  2. concentrationthe filtrate is concentrated in vacuo
  3. customThe residue is chromatographed on silica gel (ethyl acetate/methanol 95:5)

Sources & evidence

ORD record
ord-2e89fbbde2d54898bd608c82660b821c
Source dataset
uspto-grants-1997_12
Patent number
US05703050

Reaction notes

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