Ethyl chloroformate → HCID 53904814, compound

HRID 343815Notes

Reaction equation

HRID 343815 reaction equation
[NH2:1][C:2](=[N:25][OH:26])[CH2:3][N:4]([C:9]1[C:18]([Cl:19])=[C:17]([Cl:20])[CH:16]=[C:15]2[C:10]=1[N:11]=[C:12]([O:23][CH3:24])[C:13]([O:21][CH3:22])=[N:14]2)[S:5]([CH3:8])(=[O:7])=[O:6].Cl[C:28]([O:30][CH2:31][CH3:32])=[O:29]>N1C=CC=CC=1>[NH2:1][C:2](=[N:25][O:26][C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:3][N:4]([C:9]1[C:18]([Cl:19])=[C:17]([Cl:20])[CH:16]=[C:15]2[C:10]=1[N:11]=[C:12]([O:23][CH3:24])[C:13]([O:21][CH3:22])=[N:14]2)[S:5]([CH3:8])(=[O:6])=[O:7]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 53650921HCID 53650921, compound

Product 1

HCID 53904814HCID 53904814, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

The product of step (a) (852 g, 2.008 mmol) was dissolved in dry pyridine (12 ml) and cooled to 0° C. Ethyl chloroformate (479 mg, 4.418 mmol) was added over 5 minutes. The mixture was stirred at room temperature for 16 hours and poured into ice-cold water (40 ml). The resulting precipitate was collected by filtration and dried under reduced pressure at 60° C. to give N-(2-amino-2-ethoxycarbonyloxyiminoethyl)-N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)methanesulphonamide (757 mg, 76%).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customdried under reduced pressure at 60° C.

Sources & evidence

ORD record
ord-3685ed55676543b598a9f173ff158e4c
Source dataset
uspto-grants-1999_01
Patent number
US05863917

Reaction notes

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