Benzenesulfonyl isocyanate, 2-(trifluoromethyl)- → HCID 18353632, compound

HRID 429937Notes

Reaction equation

HRID 429937 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH:8]([F:10])[F:9])[N:5]=[C:4]([O:11][CH3:12])[N:3]=1.[F:13][C:14]([F:28])([F:27])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21]([N:24]=[C:25]=[O:26])(=[O:23])=[O:22]>C(#N)C>[F:9][CH:8]([F:10])[C:6]1[N:5]=[C:4]([O:11][CH3:12])[N:3]=[C:2]([NH:1][C:25]([NH:24][S:21]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[C:14]([F:28])([F:13])[F:27])(=[O:22])=[O:23])=[O:26])[N:7]=1

Participants

4

Reactant 2

HCID 11817579Benzenesulfonyl isocyanate, 2-(trifluoromethyl)-HCID 18472023HCID 18472023, compound

Product 1

HCID 18353632HCID 18353632, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

A solution of 2.65 g of 2-amino-4-difluoromethyl-6-methoxy-1,3,5-triazine (15 mmol) in 20 ml of acetonitrile was treated at 25° C. with 3.7 g of 2-trifluoromethylbenzenesulfonyl isocyanate (15 mmol). The mixture was subsequently stirred at 25° C. for 16 h, the solvent was removed in a water-jet vacuum at 40° C. and the solid residue was stirred vigorously with 100 ml of diethyl ether. The product was filtered off with suction, washed with a little ether and dried. 4.3 g (10 mmol, 67% of theory) of the title compound of m.p. 143-145° C. were obtained.

Workup

  1. customthe solvent was removed in a water-jet vacuum at 40° C.
  2. stirringthe solid residue was stirred vigorously with 100 ml of diethyl ether
  3. filtrationThe product was filtered off with suction
  4. washwashed with a little ether
  5. customdried

Sources & evidence

ORD record
ord-c561888424534a91aeb4baf4e840e56d
Source dataset
uspto-grants-2001_11
Patent number
US06320046B1

Reaction notes

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