HCID 44139031, compound → HCID 57628288, compound

HRID 1692060Notes

Reaction equation

HRID 1692060 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1/[C:7](=[CH:9]/[CH:10]([CH3:12])[CH3:11])/[CH3:8].NC1C=CSC=1/C(=C\C(C)C)/C>CC(C)CC(=O)C>[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([CH2:9][CH:10]([CH3:12])[CH3:11])=[CH2:8]

Participants

4

Reactant 2

HCID 44139031HCID 44139031, compoundHCID 57628287HCID 57628287, compound

Product 1

HCID 57628288HCID 57628288, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

3-aminothiophenebenzene sulfonate (2.1 g, 7.7 mmol, purity: 91.6%) was added to 4-methyl-2-pentanone (121.2 g) and reacted at 60 degree centigrade for 8 hours. The reaction mixture in a suspended state at the beginning became a solution state after 6 hours. As a result of the analysis by the HPLC internal standard method of the reaction solution, 1.3 g was produced as a mixture of three compounds including 3-amino-2-{(E)-(4-methyl-2-penten-2-yl)}thiophene, 3-amino-2-{(Z)-(4-methyl-2-penten-2-yl)}thiophene and 3-amino-2-(4-methyl-1-penten-2-yl)thiophene was produced (yield: 96%).

Workup

  1. customreacted at 60 degree centigrade for 8 hours
  2. customafter 6 hours
  3. customAs a result of the analysis by the HPLC internal standard method of the reaction solution
  4. custom1.3 g was produced as a mixture of three compounds

Sources & evidence

ORD record
ord-c8c526cdc91046eabfe177aa7de32346
Source dataset
uspto-grants-2012_04
Patent number
US08153823B2

Reaction notes

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