(Chlorothio)formyl chloride → HCID 59459702, compound

HRID 1711968Notes

Reaction equation

HRID 1711968 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:11]=2[F:17])[N:5]=[C:4]([OH:18])[CH:3]=1.Cl[C:20]([S:22]Cl)=[O:21]>O1CCCC1>[NH2:1][C:2]1[C:3]2[S:22][C:20](=[O:21])[O:18][C:4]=2[N:5]=[C:6]([S:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:11]=2[F:17])[N:7]=1

Participants

4

Reactant 2

HCID 75990(Chlorothio)formyl chlorideHCID 178507957HCID 178507957, compound

Product 1

HCID 59459702HCID 59459702, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a stirred suspension of 6-amino-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinol (9.58 g) in tetrahydrofuran (96 ml) was added chlorocarbonylsulfenyl chloride (4.89 g) over 7 minutes, followed by tetrahydrofuran (2 ml). The reaction mixture was stirred for 40 minutes and the resulting precipitate collected by filtration, washing twice with tetrahydrofuran (19 ml), to afford the title compound as a pale yellow solid (11.31 g).

Workup

  1. filtrationthe resulting precipitate collected by filtration
  2. washwashing twice with tetrahydrofuran (19 ml)

Sources & evidence

ORD record
ord-3167752fa32844398f4429873d34e049
Source dataset
uspto-grants-2010_09
Patent number
US07790883B2

Reaction notes

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