2-Nitrobenzenesulfonyl isocyanate → HCID 70130564, compound

HRID 429936Notes

Reaction equation

HRID 429936 reaction equation
[NH2:1][CH:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([O:9][CH3:10])[N:3]1[CH:11]([F:13])[F:12].[N+:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23]([N:26]=[C:27]=[O:28])(=[O:25])=[O:24])([O-:16])=[O:15]>C(Cl)Cl>[Cl:8][C:6]1[N:5]=[C:4]([O:9][CH3:10])[N:3]([CH:11]([F:12])[F:13])[CH:2]([NH:1][C:27]([NH:26][S:23]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[N+:14]([O-:16])=[O:15])(=[O:24])=[O:25])=[O:28])[N:7]=1

Participants

4

Reactant 2

HCID 111388842-Nitrobenzenesulfonyl isocyanateHCID 70130094HCID 70130094, compound

Product 1

HCID 70130564HCID 70130564, compoundYield 35.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
25 °C

Procedure

A solution of 4.2 g of 2-amino-4-chlorodifluoromethyl-6-methoxy-1,3,5-triazine (20 mmol) in 20 ml of methylene chloride was treated at 25° C. with a solution of 4.6 g of 2-nitrobenzenesulfonyl isocyanate (20 mmol) in 5 ml of methylene chloride. The mixture was subsequently stirred at 25° C. for 16 h, and the deposited product was filtered off with suction, washed with a little ether and dried at 40° C. in a water-jet vacuum. 3.1 g of the title compound (35% of theory) of m.p. 181° C. were thus obtained.

Workup

  1. filtrationthe deposited product was filtered off with suction
  2. washwashed with a little ether
  3. dry with materialdried at 40° C. in a water-jet vacuum

Sources & evidence

ORD record
ord-4391e50c21874f9bb71c0399e3e6732e
Source dataset
uspto-grants-2001_11
Patent number
US06320046B1

Reaction notes

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