Triethyl phosphite → HCID 13712240, compound

HRID 364884Notes

Reaction equation

HRID 364884 reaction equation
[P:1]([O:8][CH2:9][CH3:10])([O:5][CH2:6][CH3:7])[O:2]CC.Br[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[S:20][C:21]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:22]=3[N:23]=2)=[CH:15][CH:14]=1>CCCCCC>[F:28][C:25]1[CH:26]=[CH:27][C:21]2[S:20][C:19]([C:16]3[CH:17]=[CH:18][C:13]([CH2:12][P:1](=[O:2])([O:5][CH2:6][CH3:7])[O:8][CH2:9][CH3:10])=[CH:14][CH:15]=3)=[N:23][C:22]=2[CH:24]=1

Participants

4

Reactant 2

HCID 31215Triethyl phosphiteHCID 13712239HCID 13712239, compound

Product 1

HCID 13712240HCID 13712240, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Triethyl phosphite (50.0 g) was added to 31.0 g of 2-(4-bromomethylphenyl)-5-fluorobenzothiazole, and the mixture was reacted at 150° to 160° C. for 15 minutes under a stream of nitrogen. The reaction mixture was allowed to cool to room temperature, and 100 ml of n-hexane was added. The precipitated crystals were collected by filtration and dried to give 39.0 g of crude crystals. Recrystallization from a mixture of ethyl acetate and cyclohexane gave 30.0 g of the captioned compound as colorless needle-like crystals.

Workup

  1. customthe mixture was reacted at 150° to 160° C. for 15 minutes under a stream of nitrogen
  2. filtrationThe precipitated crystals were collected by filtration
  3. customdried
  4. customto give 39.0 g of crude crystals
  5. customRecrystallization
  6. additionfrom a mixture of ethyl acetate and cyclohexane

Sources & evidence

ORD record
ord-594bf9820a7a4ed6a862836f4d389732
Source dataset
uspto-grants-1986_08
Patent number
US04607031

Reaction notes

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