Water → HCID 20524460, compound

HRID 1703000Notes

Reaction equation

HRID 1703000 reaction equation
[H-].[Na+].[Cl:3][C:4]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:5]=1[C:6]([NH:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)=[O:10])=[O:7].O.[C:25]1([CH:31](Br)[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CN(C)C=O>[Cl:3][C:4]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:5]=1[C:6]([NH:8][C:9]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][CH:31]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[CH:16][CH:17]=1)=[O:10])=[O:7]

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 18417691(1-Bromoheptyl)benzeneHCID 20524358HCID 20524358, compound

Product 1

HCID 20524460HCID 20524460, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.24 g of 55% sodium hydride dispersion in mineral oil were added to a solution of 1.63 g of N-(2,6-dichlorobenzoyl)-N'-(4-hydroxyphenyl)urea in 15 ml of dimethylformamide; the reaction mixture was stirred for 20 minutes with external cooling with water until a bright solution was obtained. 1.6 ml of 77% 1-phenylheptylbromide were added to this solution after which the reaction mixture was left to stand at room temperature for approximately 2 days. After pouring the reaction mixture on a mixture of ice water and petroleum ether a crystalline product was obtained which was sucked off, washed with successively water and little isopropanol and dried in air. The desired product was obtained in a yield of 0.87 g; melting point 146°-149° C. The product was identified by means of its NMR spectrum. The following compounds were prepared in a corresponding manner:

Workup

  1. customwas obtained
  2. waitwas left
  3. waitto stand at room temperature for approximately 2 days
  4. additionAfter pouring the reaction mixture
  5. customwas obtained which
  6. washwashed with successively water and little isopropanol
  7. customdried in air

Sources & evidence

ORD record
ord-b4948a777f214e429240a2d044565556
Source dataset
uspto-grants-1982_09
Patent number
US04350706

Reaction notes

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