Thionyl Chloride → HCID 23035210, compound

HRID 35549Notes

Reaction equation

HRID 35549 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:18]2[C:23](=[O:24])[NH:22][C:21](=[O:25])[CH:20]=[N:19]2)[CH:5]=[CH:6][C:7]=1[CH:8]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=1[Cl:17])O.S(Cl)([Cl:28])=O>ClC(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([N:18]2[C:23](=[O:24])[NH:22][C:21](=[O:25])[CH:20]=[N:19]2)[CH:5]=[CH:6][C:7]=1[CH:8]([Cl:28])[C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=1[Cl:17]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 198609742-[3-chloro-4-[(2,4-dichlorophenyl)hydroxymethyl]phenyl]-1,2,4-triazine-3,5(2H,4H)-dione

Product 1

HCID 23035210HCID 23035210, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred mixture of 16 parts of 2-[3-chloro-4-[(2,4-dichlorophenyl)hydroxymethyl]phenyl]-1,2,4-triazine-3,5(2H,4H)-dione and 150 parts of trichloromethane are added dropwise, during a period of 5 minutes, 16 parts of thionyl chloride. Upon completion, stirring is continued for 3 hours at reflux temperature. The reaction mixture is evaporated in vacuo. Methylbenzene is added and the whole is evaporated again, yielding 2-[3-chloro-4-[chloro(2,4-dichlorophenyl)methyl]phenyl]-1,2,4-triazine-3,5(2H,4H)-dione.

Workup

  1. additionare added dropwise, during a period of 5 minutes
  2. temperatureat reflux temperature
  3. customThe reaction mixture is evaporated in vacuo
  4. additionMethylbenzene is added
  5. customthe whole is evaporated again

Sources & evidence

ORD record
ord-1ecd08711a1149e4ab77af2a258c0fdc
Source dataset
uspto-grants-1988_08
Patent number
US04767760

Reaction notes

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