Benzene, 1-ethynyl-3-nitro- → Benzenamine, 3-ethynyl-

HRID 1856545Notes

Reaction equation

HRID 1856545 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]#[CH:11])[CH:7]=[CH:8][CH:9]=1)([O-])=O>C(O)(C)C>[NH2:1][C:4]1[CH:5]=[C:6]([C:10]#[CH:11])[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 1

HCID 76432Benzene, 1-ethynyl-3-nitro-

Product 1

HCID 104682Benzenamine, 3-ethynyl-Yield 82%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

This experiment was carried out using 735 grams of 3-nitrophenylacetylene in isopropanol (6.6% wt. conc.) over 140 grams of the cobalt polysulfide paste from Example 11. After reaction time of 1.4 hours, analysis showed that 82% of feed had been converted, and that an 82% yield to desired 3-aminophenylacetylene was obtained. About 18% of product was polymeric in nature. This run is summarized in Table 1 below.

Workup

  1. customAfter reaction time of 1.4 hours, analysis

Sources & evidence

ORD record
ord-1da9919118e7428bba82c9d92c5237b4
Source dataset
uspto-grants-1980_08
Patent number
US04219679

Reaction notes

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