Thiophene-2-sulfonyl isocyanate → HCID 20189874, compound

HRID 615825Notes

Reaction equation

HRID 615825 reaction equation
[CH3:1][NH:2][C:3]1[N:8]=[C:7]([O:9][CH2:10][C:11]([F:14])([F:13])[F:12])[CH:6]=[C:5]([CH3:15])[N:4]=1.[S:16]1[CH:20]=[CH:19][CH:18]=[C:17]1[S:21]([N:24]=[C:25]=[O:26])(=[O:23])=[O:22]>C(Cl)Cl>[F:14][C:11]([F:12])([F:13])[CH2:10][O:9][C:7]1[CH:6]=[C:5]([CH3:15])[N:4]=[C:3]([N:2]([CH3:1])[C:25]([NH:24][S:21]([C:17]2[S:16][CH:20]=[CH:19][CH:18]=2)(=[O:22])=[O:23])=[O:26])[N:8]=1

Participants

4

Reactant 2

HCID 12875192Thiophene-2-sulfonyl isocyanateHCID 201898672-Methylamino-4-(2,2,2-trifluorethoxy)-6-methylpyrimidine

Product 1

HCID 20189874HCID 20189874, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a dry stirred solution of 22.1 parts of 2-methylamino-4-(2,2,2-trifluorethoxy)-6-methylpyrimidine in 250 parts of methylene chloride at ambient temperature was added 18.9 parts of 2-thiophenesulfonyl isocyanate. That mixture was stirred and refluxed for 2 hours. The methylene chloride was removed under reduced pressure, and the resulting solid was triturated with toluene to yield 19 parts of N-[N-[4-(2,2,2-trifluoroethoxy)-6-methylpyrimidin-2-yl]-N-methylaminocarbonyl]-2-thiophenesulfonamide.

Workup

  1. temperaturerefluxed for 2 hours
  2. customThe methylene chloride was removed under reduced pressure
  3. customthe resulting solid was triturated with toluene

Sources & evidence

ORD record
ord-2249d046f29e4837947070fa9c45cdd0
Source dataset
uspto-grants-1985_02
Patent number
US04501607

Reaction notes

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