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1-Bromo-2-methylpropane → HCID 178475087, compound

HRID 1578052
Notes
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Reaction equation

HRID 1578052 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]([NH:12][C:13](=[O:15])[CH3:14])=[S:11].C(=O)([O-])[O-].[K+].[K+].[CH2:22](Br)[CH:23]([CH3:25])[CH3:24]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]([NH:12][C:13](=[O:15])[CH3:14])=[SH:11][CH2:22][CH:23]([CH3:25])[CH3:24]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 65551-Bromo-2-methylpropaneHCID 11430Potassium CarbonateHCID 12952276HCID 12952276, compound

Product 1

HCID 178475087HCID 178475087, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5.2 g (0.02 M) of N-(2,6-dichlorophenyl)-N'-acetylthiourea, 2.1 g (0.015M) of ground potassium carbonate, 3.3 ml (0.03M) of isobutylbromide and 50 ml of acetone were heated together under stirring and reflux for 4 hours. The acetone was then distilled off. The residue in the flask was washed with water and then filtered. 5.9 g (92% of theoretical yield) of N-(2,6-dichlorophenyl)-N'-acetyl-S-isobutyl-thiourea melting at 106° to 112° were obtained. After recrystallization from benzene the product melted at 114° to 116° C.

Workup

  1. temperaturereflux for 4 hours
  2. distillationThe acetone was then distilled off
  3. washThe residue in the flask was washed with water
  4. filtrationfiltered

Sources & evidence

ORD record
ord-f76f5a5f039b4a218bf34ee1e3af296d
Source dataset
uspto-grants-1981_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04290971

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes