3-Methoxy-4-nitrobenzimidamide → 2-[2-(4-Amino-3-methoxy-phenyl)-thiazole-5-yl]-ethanol

HRID 2112103Notes

Reaction equation

HRID 2112103 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[S:7])=[CH:4][C:3]=1[O:11][CH3:12].C[O:14][C:15]1C=C([CH:21]=[CH:22][C:23]=1[N+]([O-])=O)C(N)=N>>[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[S:7][C:22]([CH2:23][CH2:15][OH:14])=[CH:21][N:8]=2)=[CH:4][C:3]=1[O:11][CH3:12]

Participants

3

Reactant 2

HCID 187277063-Methoxy-4-nitrobenzimidamideHCID 826688984-Amino-3-methoxy-thiobenzamide

Product 1

HCID 576398612-[2-(4-Amino-3-methoxy-phenyl)-thiazole-5-yl]-ethanol

Procedure

2-[2-(4-amino-3-methoxy-phenyl)-thiazole-5-yl]-ethanol is prepared analogously to the processes described above. For the cyclisation, 4-amino-3-methoxy-thiobenzamide is used (analogously to J. Am. Soc. 82, 2656, 1960) instead of 3-methoxy-4-nitro-benzamidine.

Sources & evidence

ORD record
ord-ed472c58402942e9b10c81fe37385214
Source dataset
uspto-grants-2009_04
Patent number
US07521457B2

Reaction notes

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