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Ethylamine → Ethaboxam

HRID 439297
Notes
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Reaction equation

HRID 439297 reaction equation
[C:1]([CH:3]([NH:9][C:10]([C:12]1[S:16][C:15](Br)=[N:14][C:13]=1[CH2:18][CH3:19])=[O:11])[C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)#[N:2].[CH2:20]([N:22](CC)CC)[CH3:21].C(N)C>O1CCCC1>[C:1]([CH:3]([NH:9][C:10]([C:12]1[S:16][C:15]([NH:22][CH2:20][CH3:21])=[N:14][C:13]=1[CH2:18][CH3:19])=[O:11])[C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)#[N:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6341EthylamineHCID 8471TriethylamineHCID 54448843HCID 54448843, compound

Product 1

HCID 11174640EthaboxamYield 70%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.0g of 2-bromo-4-ethyl-thiazole-5-carboxylic acid (cyano-thiophen-2-yl-methyl)-amide, 0.40ml of triethylamine and 0.55ml of ethylamine were added to 10ml of tetrahydrofuran. The reaction mixture was stirred under reflux for 4 hours and then treated according to the same procedure as EXAMPLE 10 to obtain 0.63g (Yield 70%) of the title compound.

Workup

  1. temperatureunder reflux for 4 hours
  2. additiontreated

Sources & evidence

ORD record
ord-a92cec7a1da84bd5a46e800b598f15e7
Source dataset
uspto-grants-1996_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05514643

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes