5-Nitro-N,N-dipropyl-3-benzothiophencarboxamide → HCID 57199523, compound

HRID 1708992Notes

Reaction equation

HRID 1708992 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][CH:10]=[C:9]([C:12]([N:14]([CH2:18][CH2:19][CH3:20])[CH2:15][CH2:16][CH3:17])=[O:13])[C:8]=2[CH:21]=1)([O-])=O>C(O)C.[Fe]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[S:11][CH:10]=[C:9]([C:12]([N:14]([CH2:18][CH2:19][CH3:20])[CH2:15][CH2:16][CH3:17])=[O:13])[C:8]=2[CH:21]=1

Participants

4

Reactant 1

HCID 571746595-Nitro-N,N-dipropyl-3-benzothiophencarboxamide

Product 1

HCID 57199523HCID 57199523, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

80 g of 5-nitro-N,N-dipropyl-3-benzothiophencarboxamide were reduced with Fe-powder in 90% ethanol as in Example 11. Yield of title compound: 75 g as a semicrystalline product. 1H NMR(CDCl3): 7.0 ppm(d, 1H); 6.5 ppm(d, 1H); 6.3 ppm(s, 1H); 4.4 ppm(dd, 1H); 3.0-3.9 ppm(m, 8H); 1.4-1.9 ppm(m, 4H); 0.9 ppm(d. t., 6H).

Sources & evidence

ORD record
ord-3a33ab44e6624df8be8e1695f54e3292
Source dataset
uspto-grants-1990_08
Patent number
US04946863

Reaction notes

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