Dicyclohexylcarbodiimide → HCID 19880172, compound

HRID 1885255Notes

Reaction equation

HRID 1885255 reaction equation
[Cl:1][C:2]1[C:10]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=[C:9]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].O[N:32]1[C:36]2C=CC=C[C:35]=2[N:34]=N1.[CH:41]1(N=[C:48]=[N:49][CH:50]2[CH2:55]CCCC2)CCCCC1>O1CCCC1>[CH3:41][N:34]1[CH2:23][CH2:28][NH:32][CH2:36][CH2:35]1.[Cl:1][C:2]1[C:10]([O:11][CH2:12][C:13]2[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)=[C:9]([O:21][CH2:22][C:23]2[CH:24]=[CH:25][C:26]([O:29][CH3:30])=[CH:27][CH:28]=2)[CH:8]=[CH:7][C:3]=1[C:4]([N:32]1[CH2:55][CH2:50][N:49]([CH3:48])[CH2:35][CH2:36]1)=[O:5]

Participants

6

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 19880189HCID 19880189, compound

Product 2

HCID 531671-MethylpiperazineHCID 19880172HCID 19880172, compoundYield 198.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-chloro-3,4-bis(p-methoxybenzyloxy)benzoic acid (0.61 g: 1.42 mMol.) is reacted with 1-hydroxybenzotriazole (231 mg: 1.2 Eq.) and dicyclohexylcarbodiimide (352 mg: 1.2 Eq.) in tetrahydrofuran at room temperature for 1 hour, and then with N-methylpiperazine (0.32 ml: 2 Eq.) for 1 hour to give 1-(2-chloro-3,4-bis(p-methoxybenzyloxy)benzoyl)-4-methylpiperazine (0.72 g). Yield: 99%.

Sources & evidence

ORD record
ord-53198871377a40379f38bcc561a86d28
Source dataset
uspto-grants-1992_09
Patent number
US05143910

Reaction notes

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