Ammonia → HCID 22101832, compound

HRID 727254Notes

Reaction equation

HRID 727254 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([CH:9]([C:11]2[S:15][CH:14]=[N:13][C:12]=2[CH3:16])[OH:10])[CH:6]=[CH:7][CH:8]=1.B(Br)(Br)Br.N>ClCCl>[OH:2][C:3]1[CH:4]=[C:5]([CH:9]([C:11]2[S:15][CH:14]=[N:13][C:12]=2[CH3:16])[OH:10])[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 25134Boron tribromideHCID 22101829HCID 22101829, compound

Product 1

HCID 22101832HCID 22101832, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(3-Methoxyphenyl)-1-(4-methyl-5-thiazolyl)methanol (1 g) in dry dichloromethane (10 ml) was added dropwise to boron tribromide (1M solution in dichloromethane, 25 ml) at 0° C. The mixture was allowed to warm to room temperature and was stirred for 15 minutes. The mixture was poured onto ice (40 g) and 0.88 ammonia (10 ml). The precipitate was filtered off and purified by chromatography to give the title compound. M.p. 181°-184° C.

Workup

  1. filtrationThe precipitate was filtered off
  2. custompurified by chromatography

Sources & evidence

ORD record
ord-ea4653164c72493cbf12cef05f0fcc88
Source dataset
uspto-grants-1998_01
Patent number
US05712299

Reaction notes

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