Ethylene Glycol → 1-(3-Pyridylmethyl)-3-(4-nitrophenyl)urea hydrobromide

HRID 1730922

Reaction equation

HRID 1730922 reaction equation
[BrH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][NH:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=2)=[O:11])[CH:3]=1.C(O)CO.CCOCC>COC>[BrH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][NH:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=2)=[O:11])[CH:3]=1

Participants

6

Reactant 4

HCID 174Ethylene GlycolHCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 40813Pyrinuron

Product 1

HCID 203688721-(3-Pyridylmethyl)-3-(4-nitrophenyl)urea hydrobromideYield 76%

Reagents, catalysts & solvents 1

HCID 8254Dimethyl EtherSolvent

Procedure

Gaseous HBr was passed into a solution of 3 g. of 3-pyridylmethyl-3-(4-nitrophenyl)urea in the monomethyl ether of ethyleneglycol. Ether was added to give a precipitate and after isolation, washing with ether and drying, 2.95 g. of white solid was obtained. This was a 76% yield of 1-(3-pyridylmethyl)-3-(4-nitrophenyl)urea hydrobromide.

Workup

  1. customto give a precipitate
  2. washafter isolation, washing with ether
  3. customdrying
  4. customof white solid was obtained

Sources & evidence

ORD record
ord-c90e0c80e13f467ab0012d87ee8db524
Source dataset
uspto-grants-1976_11
Patent number
US03994905

Linked notes

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