Chlorosulfonyl isocyanate → HCID 13343300, compound

HRID 1032568Notes

Reaction equation

HRID 1032568 reaction equation
[OH:1][CH:2]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:3]#[C:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].ClS([N:20]=[C:21]=[O:22])(=O)=O>ClCCl>[C:21]([O:1][CH:2]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:3]#[C:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])(=[O:22])[NH2:20]

Participants

4

Reactant 2

HCID 70918Chlorosulfonyl isocyanateHCID 12550519HCID 12550519, compound

Product 1

HCID 13343300HCID 13343300, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 100 ml of a dichloromethane solution containing 8 g (39.2 millimoles) of ethyl 4-hydroxy-4-phenyl-2-butynoate, 3.5 ml (40.2 millimoles) of chlorosulfonyl isocyanate was added at a temperature of -20° C., and the mixture was reacted for 30 minutes at -10° C. under stirring. Then, hydrolysis and purification treatment were conducted in the same manner as in Example VI-38, whereby 9.5 g (yield: 98%) of ethyl 4-carbamoyloxy-4-phenyl-2-butynoate in crystal form was obtained.

Workup

  1. additionwas added at a temperature of -20° C.
  2. customthe mixture was reacted for 30 minutes at -10° C.
  3. customThen, hydrolysis and purification treatment

Sources & evidence

ORD record
ord-46ef845d19e447c988f4b3c4b3bee52c
Source dataset
uspto-grants-1990_09
Patent number
US04958024

Reaction notes

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