Water → 1-Benzoyl-3-[1(naphth-1-ylmethyl)piperid-4-yl]urea

HRID 248896Notes

Reaction equation

HRID 248896 reaction equation
Cl[CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1.[C:13]([NH:21][C:22](=[O:30])[NH:23][CH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(N(CC)CC)C.O>CN(C)C=O>[C:13]([NH:21][C:22]([NH:23][CH:24]1[CH2:29][CH2:28][N:27]([CH2:2][C:3]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]=[CH:5][CH:4]=2)[CH2:26][CH2:25]1)=[O:30])(=[O:20])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 962WaterHCID 68451-ChloromethylnaphthaleneHCID 8471TriethylamineHCID 126085824-Benzoylureidopiperidine

Product 1

HCID 129423011-Benzoyl-3-[1(naphth-1-ylmethyl)piperid-4-yl]urea

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-Chloromethylnaphthalene (0.88 g, 0.005 m), 4-benzoylureidopiperidine (1.28 g, 0.005 m) and triethylamine (0.6 g) in dimethylformamide (25 cm3) were stirred at room temperature for 24 hours. Water was added and the precipitated solid filtered off. The solid was suspended in isopropylalcohol and acidified with ethanolic HCl. The title compound was filtered off and dried as the hydrochloride salt, hemihydrate (1.2 g), m.p. 185°-186° C.

Workup

  1. filtrationthe precipitated solid filtered off
  2. filtrationThe title compound was filtered off
  3. dry with materialdried as the hydrochloride salt, hemihydrate (1.2 g), m.p. 185°-186° C.

Sources & evidence

ORD record
ord-65561539aeb44bc8824be00f269c73d5
Source dataset
uspto-grants-1993_05
Patent number
US05212179

Reaction notes

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