Isatoic Anhydride → 2-Amino-N-[4-(4-diphenylmethoxypiperidino)butyl]benzamide

HRID 2187056Notes

Reaction equation

HRID 2187056 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([O:12][CH:13]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:8][CH2:7]1.[C:26]12[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=1)[NH:31]C(=O)O[C:27]2=[O:28]>>[NH2:31][C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][C:26]=1[C:27]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([O:12][CH:13]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:8][CH2:7]1)=[O:28]

Participants

3

Reactant 2

HCID 8359Isatoic AnhydrideHCID 117392591-Piperidinebutanamine, 4-(diphenylmethoxy)-

Product 1

HCID 224497012-Amino-N-[4-(4-diphenylmethoxypiperidino)butyl]benzamideYield 100%

Procedure

Using the method similar to that in Reference Example 1 and using 1-(4-aminobutyl)-4-diphenylmethoxypiperidine instead of 4-methoxybenzylamine and starting from isatoic anhydride (3.18 g), the title compound (9.14 g, about 100%) was synthesized. Recrystallization from ethyl acetate-isopropyl ether yielded a colorless crystal, melting point 74.0 to 75.0° C.

Workup

  1. customRecrystallization from ethyl acetate-isopropyl ether
  2. customyielded a colorless crystal, melting point 74.0 to 75.0° C.

Sources & evidence

ORD record
ord-3ef4fecfb00c47f8b7d14cb494406caf
Source dataset
uspto-grants-2002_06
Patent number
US06407116B1

Reaction notes

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