Phosgene → 3-Chloro-4-isocyanatobenzenesulfonamide

HRID 2040343Notes

Reaction equation

HRID 2040343 reaction equation
[C:1](Cl)(Cl)=[O:2].[NH2:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:8][C:7]=1[Cl:16].C(N(C(C)C)C(C)C)C>ClCCl>[Cl:16][C:7]1[CH:8]=[C:9]([S:12]([NH2:15])(=[O:13])=[O:14])[CH:10]=[CH:11][C:6]=1[N:5]=[C:1]=[O:2]

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 81531DiisopropylethylamineHCID 15020144-Amino-3-chlorobenzenesulfonamide

Product 1

HCID 866536933-Chloro-4-isocyanatobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a round bottom flask containing a solution of phosgene (1.573 mL) in dichloromethane (5 mL) was added 4-amino-3-chlorobenzenesulfonamide (0.206 g) and N-ethyl-N-isopropylpropan-2-amine (0.521 mL). The resulting clear solution was stirred at room temperature overnight. The mixture was concentrated and further dried under vacuum to provide the title compound.

Workup

  1. concentrationThe mixture was concentrated
  2. customfurther dried under vacuum

Sources & evidence

ORD record
ord-e1e4f5dcf45344dea3c304e57c19ed3a
Source dataset
uspto-grants-2013_11
Patent number
US08580794B2

Reaction notes

Loading…