Methylthiourea → 4-(1-(2-Fluoro-4-biphenyl)ethyl)-2-methylaminothiazole

HRID 2072718Notes

Reaction equation

HRID 2072718 reaction equation
[CH3:1][NH:2][C:3]([NH2:5])=[S:4].Cl[CH2:7][C:8](=O)[CH:9]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:13]([F:23])[CH:12]=1)[CH3:10]>O>[F:23][C:13]1[CH:12]=[C:11]([CH:9]([C:8]2[N:5]=[C:3]([NH:2][CH3:1])[S:4][CH:7]=2)[CH3:10])[CH:16]=[CH:15][C:14]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 2723704MethylthioureaHCID 156760091-Chloro-3-(2-fluoro-4-biphenylyl)-2-butanone

Product 1

HCID 1242384-(1-(2-Fluoro-4-biphenyl)ethyl)-2-methylaminothiazoleYield 71%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To N-methylthiourea (5.55 g, 61.6 mmol) in water was heated with 1-chloro-3-(2-fluoro-4-biphenylyl)-2-butanone (16.50 g, 59.6 mmol) at 90° C. for 3 hr. Treatment in same manner of Example 1 to give 4-[1-(2-fluoro-4-biphenylyl)ethyl]-2-methylaminothiazole (13.15 g, 71% yield): mp 129°-129.5° C.

Sources & evidence

ORD record
ord-866c33062d96411bb8f791cd203c810d
Source dataset
uspto-grants-1990_04
Patent number
US04914112

Reaction notes

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