Hydrochloric Acid → 2-(2-Pentyl-5-pyridyl)-thiophene-5-carbonitrile

HRID 542697Notes

Reaction equation

Cl[C:2]1[S:6][C:5]([C:7]2[CH:8]=[CH:9][C:10]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[N:11][CH:12]=2)=[CH:4][CH:3]=1.[C:18](C#N)#[N:19].N1C=CC=CC=1.Cl>O.CN1CCCC1=O>[CH2:13]([C:10]1[CH:9]=[CH:8][C:7]([C:5]2[S:6][C:2]([C:18]#[N:19])=[CH:3][CH:4]=2)=[CH:12][N:11]=1)[CH2:14][CH2:15][CH2:16][CH3:17]

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture of 26.6 g of 5-chloro-2-(2-pentyl-5-pyridyl)-thiophene, 10 g of Cu2 (CN)2, 120 ml of pyridine and 60 ml of N-methylpyrrolidone is heated at 150° for 2 hours. It is cooled, a solution of 120 g of FeCl3.6 H2O in 600 ml of 20% strength hydrochloric acid is added and the mixture is warmed at 70° C. for 1.5 hours, with stirring, and worked up in the customary manner to give 2-(2-pentyl-5-pyridyl)-thiophene-5-carbonitrile.

Workup

temperatureis heated at 150° for 2 hours
temperatureIt is cooled

Sources & evidence

ORD record: ord-2fd99d3e0cf648c6850d194d0b4ef8fb
Source dataset: uspto-grants-1987_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04659503

Reaction notes

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