Thionyl Chloride → HCID 68333204, compound

HRID 41599Notes

Reaction equation

HRID 41599 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[N:12]=[CH:11][CH:10]=[N:9]2)=[CH:4][C:3]=1[CH2:13]O.S(Cl)([Cl:17])=O>ClCCl>[Cl:17][CH2:13][C:3]1[CH:4]=[C:5]([N:8]2[N:12]=[CH:11][CH:10]=[N:9]2)[CH:6]=[CH:7][C:2]=1[CH3:1]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 67252978HCID 67252978, compound

Product 1

HCID 68333204HCID 68333204, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (2-methyl-5-(2H-1,2,3-triazol-2-yl)phenyl)methanol (100 mg, 0.53 mmol) in dichloromethane (5 mL), thionyl chloride (155 mg, 1.3 mmol) was added dropwise at 0° C. and stirred for 1 h. Then the mixture was allowed to warm to rt and stirred overnight. The reaction mixture was concentrated under reduced pressure at rt and dried under high vacuum to yield the title compound (90 mg, 83%). The compound was directly used for the next step without further purification. [TLC Rf=0.66 (ethyl acetate/hexane 30:70)].

Workup

  1. stirringstirred overnight
  2. concentrationThe reaction mixture was concentrated under reduced pressure at rt
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-4ab4b475365d4ad7b873260db042726a
Source dataset
uspto-grants-2013_09
Patent number
US08530648B2

Reaction notes

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