Ammonia → HCID 20069465, compound

HRID 981428Notes

Reaction equation

HRID 981428 reaction equation
[NH3:1].[H][H].[CH3:4][C:5]1([CH3:14])[CH2:12][C:8]2[S:9][CH:10]=[CH:11][C:7]=2[C:6]1=O>O1CCCC1.[Pt]>[NH2:1][CH:6]1[C:7]2[CH:11]=[CH:10][S:9][C:8]=2[CH2:12][C:5]1([CH3:14])[CH3:4]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 20069480HCID 20069480, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20069465HCID 20069465, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In a pressurised reactor, 7.0 g of 5,6-dihydro-5,5-dimethyl-4H-cyclopenta[b]thiophen-4-one are dissolved in a mixture of 100 ml of tetrahydrofuran and 27 g of liquid ammonia. 1.4 g of a moist sulfided 5% platinum/carbon catalyst are added to this mixture. The reactor is filled with hydrogen gas up to a pressure of 100 bar and heated to from +175° C. to +180° C. When the hydrogenation has ceased, the catalyst is filtered off, the filtrate is concentrated and the residue distilled in a bulb tube, yielding 5.4 g of 4-amino-5,6-dihydro-5,5-dimethyl-4H-cyclopenta-[b]thiophene having a melting point of +80° C. at 0.08 mbar.

Workup

  1. temperatureheated to from +175° C. to +180° C
  2. filtrationthe catalyst is filtered off
  3. concentrationthe filtrate is concentrated
  4. distillationthe residue distilled in a bulb tube

Sources & evidence

ORD record
ord-d37e9c4a72d04f1cac6aba63e59c2dde
Source dataset
uspto-grants-1991_02
Patent number
US04992090

Reaction notes

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