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HCID 350083, compound → HCID 13209120, compound

HRID 615522
Notes
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Reaction equation

HRID 615522 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH:10]=[CH:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=1>O1CCCC1.[Pd]>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([NH2:18])=[CH:16][CH:17]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 350083HCID 350083, compound

Product 1

HCID 13209120HCID 13209120, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 23938PalladiumSolvent

Procedure

150 parts by weight of β-(benzothiazol-2-yl)-4-nitrostyrene were dissolved in 1,500 parts by volume of tetrahydrofuran, and 15 parts by weight of Pd/C (10%) were added. After the mixture had been flushed with nitrogen, hydrogen was passed in. After some hours, the uptake of hydrogen (44 1) had ended, and the mixture was flushed with nitrogen again, the catalyst was filtered off and the filtrate was concentrated. 135.6 g of 4-(β-benzothiazol-2-yl-ethyl)-aniline of melting point 79°-81° C. were obtained.

Workup

  1. additionwere added
  2. customAfter the mixture had been flushed with nitrogen, hydrogen
  3. waitAfter some hours
  4. customthe mixture was flushed with nitrogen again
  5. filtrationthe catalyst was filtered off
  6. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-0a06d3a484b54c3eb1e142a6f0ed42be
Source dataset
uspto-grants-1985_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04500340

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes