Bromoacetone → 3-(4-Methylthiazol-2-ylamino)phenol
Reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH2:11])=[S:10])[CH:5]=[CH:6][CH:7]=1.Br[CH2:13][C:14](=O)[CH3:15]>CN(C=O)C>[CH3:15][C:14]1[N:11]=[C:9]([NH:8][C:4]2[CH:3]=[C:2]([OH:1])[CH:7]=[CH:6][CH:5]=2)[S:10][CH:13]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Following the general procedure for the synthesis of derivatives 6 and 7, a solution of 3-hydroxyphenylthiourea (100 mg, 0.59 mmol) and bromoacetone (98 mg, 0.71 mmol) in dry DMF (2.4 mL) was heated at 60° C. for 6 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 6/4) in 61% yield (74 mg).
Workup
- customfor the synthesis of derivatives 6 and 7
Sources & evidence
- ORD record
- ord-f3df65e12da84198992632aa19e0de3c
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09018209B2
Reaction notes
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