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

HRID 985945Notes

Reaction equation

HRID 985945 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-8c0eb5e0a01b416bb371fb7937deb964
Source dataset
uspto-grants-1987_12
Patent number
US04710502

Reaction notes

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