Isatoic Anhydride → 2-Amino-N-[4-(1H-imidazol-1-yl)butyl]benzamide

HRID 1788680Notes

Reaction equation

HRID 1788680 reaction equation
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6]C(=O)[O:4][C:2]2=O.[N:13]1([CH2:18][CH2:19][CH2:20][CH2:21][NH2:22])[CH:17]=[CH:16][N:15]=[CH:14]1>C(O)C>[NH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:1]=1[C:2]([NH:22][CH2:21][CH2:20][CH2:19][CH2:18][N:13]1[CH:17]=[CH:16][N:15]=[CH:14]1)=[O:4]

Participants

4

Reactant 2

HCID 8359Isatoic AnhydrideHCID 43794804-(1H-imidazol-1-yl)butan-1-amine

Product 1

HCID 139527342-Amino-N-[4-(1H-imidazol-1-yl)butyl]benzamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1.63 g of isatoic anhydride, 1.39 g of 1H-imidazole-1-butanamine and 25 ml of ethanol was stirred at room temperature for 22 hours. The reaction mixture was concentrated and the residue was dissolved in ethyl acetate and cooled. The desired product was isolated by filtration, mp 91°-93° C.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. temperaturecooled

Sources & evidence

ORD record
ord-a568672fc36549c5b8f0519277c91232
Source dataset
uspto-grants-1987_08
Patent number
US04684654

Reaction notes

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