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Hexane → HCID 57882275, compound

HRID 1817209
Notes
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Reaction equation

HRID 1817209 reaction equation
[C:1]([C:3](=[CH:9][NH:10][C:11]1[CH:12]=[CH:13][C:14]2[S:18](=[O:20])(=[O:19])[CH2:17][CH2:16][C:15]=2[CH:21]=1)[C:4]([O:6]CC)=O)#[N:2].CCCCCC>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[O:6]=[C:4]1[C:21]2[C:11](=[CH:12][CH:13]=[C:14]3[S:18](=[O:19])(=[O:20])[CH2:17][CH2:16][C:15]3=2)[NH:10][CH:9]=[C:3]1[C:1]#[N:2]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 8058HexaneHCID 68821977HCID 68821977, compound

Product 1

HCID 57882275HCID 57882275, compoundYield 377.9%

Reagents, catalysts & solvents 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Solvent

Conditions

Temperature
290 °C

Procedure

1.5 g (0.85 mmol) of ethyl 2-cyano-3-[(1,1-dioxido-2,3-dihydro-1-benzothien-5-yl)amino]acrylate were suspended in 15 ml of Dowtherm A and heated in a metal bath at 290° C. for about 1 h. The reaction mixture was then cooled to RT. The mixture was subsequently mixed with hexane and stirred at RT for 30 min; the precipitate produced thereby was filtered off with suction and washed with hexane. 836 mg (65%) of the desired product were obtained in the form of brownish crystals.

Workup

  1. temperatureThe reaction mixture was then cooled to RT
  2. customthe precipitate produced
  3. filtrationthereby was filtered off with suction
  4. washwashed with hexane

Sources & evidence

ORD record
ord-ab7b17888d6443dea5f598682b77b859
Source dataset
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07598263B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes