Thionyl Chloride → HCID 86597812, compound

HRID 1242449Notes

Reaction equation

HRID 1242449 reaction equation
[F:1][C:2]([F:23])([F:22])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[C:13]([CH2:20][OH:21])=[CH:12][N:11]=2)=[CH:6][CH:5]=1.[S:24](Cl)([Cl:26])=[O:25]>ClCCl>[F:23][C:2]([F:1])([F:22])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:15]=[C:14]([C:16]([F:17])([F:18])[F:19])[C:13]([CH2:20][O:21][S:24]([Cl:26])=[O:25])=[CH:12][N:11]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 24386Thionyl Chloride2×HCID 21935738HCID 21935738, compound

Product 1

HCID 86597812HCID 86597812, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A cooled (0° C.) solution of 0.40 g (1.20 mmol) of [2-(4-trifluoromethoxy-phenyl)-4-trifluoromethyl-pyrimidin-5-yl]-methanol in 12 ml dichloromethane was treated with 0.10 ml (1.32 mmol) thionylchloride and stirred for 30 min at RT. The reaction was cooled (0° C.), treated with 0.08 ml (1.08 mmol) thionylchloride and stirred for 30 min at RT. The solution was evaporated, dissolved in ether and twice in heptane and evaporated to give 0.44 g of the title compound as an off-white powder.

Workup

  1. temperatureThe reaction was cooled (0° C.)
  2. stirringstirred for 30 min at RT
  3. customThe solution was evaporated
  4. dissolutiondissolved in ether and twice in heptane
  5. customevaporated

Sources & evidence

ORD record
ord-9690d9d78f3647b695103e79f49dc754
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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