Thionyl Chloride → HCID 67021058, compound

HRID 735419Notes

Reaction equation

HRID 735419 reaction equation
[N:1]([C:4]1[C:18]([C:19]([F:22])([F:21])[F:20])=[CH:17][CH:16]=[CH:15][C:5]=1[C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=O)=[N+]=[N-].O=S(Cl)[Cl:25]>>[Cl:25][C:6]1[N:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:1]=[C:4]2[C:5]=1[CH:15]=[CH:16][CH:17]=[C:18]2[C:19]([F:22])([F:21])[F:20]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 86603005HCID 86603005, compound

Product 1

HCID 67021058HCID 67021058, compound

Procedure

2-Azido-N-phenyl-3-trifluoromethyl-benzamide (310 mg, 1 mmol, compound of formula (X)) was heated in 2 ml of SOCl2 in a sealed vial at 100° C. for 4 hours. After evaporation of SOCl2 in vacuo the residue was purified by column chromatography on silica (n-heptane/ethyl acetate, 50:50, as eluent). Yield: 212 mg (72%).

Workup

  1. customAfter evaporation of SOCl2 in vacuo the residue
  2. customwas purified by column chromatography on silica (n-heptane/ethyl acetate, 50:50, as eluent)

Sources & evidence

ORD record
ord-efdf9c31fe194bf68662768da9eecd3a
Source dataset
uspto-grants-2009_09
Patent number
US07592363B2

Reaction notes

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