5-Chloroisatoic anhydride → 2-Amino-5-chloro-N-[3-(1H-imidazol-1-yl)propyl]benzamide

HRID 2164794Notes

Reaction equation

HRID 2164794 reaction equation
[Cl:1][C:2]1[CH:13]=[C:6]2[C:7]([O:9]C(=O)[NH:11][C:5]2=[CH:4][CH:3]=1)=O.[N:14]1([CH2:19][CH2:20][CH2:21][NH2:22])[CH:18]=[CH:17][N:16]=[CH:15]1>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:11])=[C:6]([CH:13]=1)[C:7]([NH:22][CH2:21][CH2:20][CH2:19][N:14]1[CH:18]=[CH:17][N:16]=[CH:15]1)=[O:9]

Participants

4

Reactant 2

HCID 784805-Chloroisatoic anhydrideHCID 787361H-Imidazole-1-propanamine

Product 1

HCID 135889602-Amino-5-chloro-N-[3-(1H-imidazol-1-yl)propyl]benzamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5-Chloroisatoic anhydride (26.7 g) was added in portions to a stirred solution of 3-imidazol-1-ylpropylamine (17.2 g) in dioxan (150 ml) over a period of 15 minutes. Stirring was continued for 40 minutes before the solution was evaporated in vacuo to give 5-chloro-2-amino-N-(3-imidazol-1-ylpropyl)benzamide as a buff coloured solid, used without further purification.

Workup

  1. customwas evaporated in vacuo

Sources & evidence

ORD record
ord-9284089b1ab44261927fcf2f78494355
Source dataset
uspto-grants-1985_03
Patent number
US04507315

Reaction notes

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