1-Benzothiophene-3-carbaldehyde → HCID 136272164, compound

HRID 2370078Notes

Reaction equation

HRID 2370078 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([NH2:12])=[C:7]([CH:11]=1)[C:8]([NH2:10])=[O:9].[CH:13]1[CH:18]=[C:17]2[C:19]([CH:22]=O)=[CH:20][S:21][C:16]2=[CH:15][CH:14]=1>>[CH3:1][O:2][C:3]1[CH:11]=[C:7]2[C:6](=[CH:5][CH:4]=1)[N:12]=[C:22]([C:19]1[C:17]3[CH:18]=[CH:13][CH:14]=[CH:15][C:16]=3[S:21][CH:20]=1)[NH:10][C:8]2=[O:9]

Participants

3

Reactant 2

HCID 2273281-Benzothiophene-3-carbaldehydeHCID 203382172-Amino-5-methoxybenzamide

Product 1

HCID 136272164HCID 136272164, compound

Procedure

Compound 19 was synthesized from 5-methoxy-2-aminobenzamide (9) (1.2 g, 7.3 mmol) and thianaphthene-3-carboxaldehyde (16) (1.2 g, 7.3 mmol): yield 1.3 g (60%); brown crystals; mp 289 to 290° C.; 1H NMR (DMSO-d6) δ 3.89 (3H, s, OCH3), 7.43-7.57 (4H, m, 4×ArH), 7.76-7.80 (1H, m, 1×ArH), 8.07-8.11 (1H, m, 1×ArH), 8.73 (1H, s, 1×ArH), 8.98-9.01 (1H, m, 1×ArH), 12.49 (1H, br s, NH) ppm; MS (ESI) m/z 308; Anal. (C17H12N2O2S): C, H, N.

Sources & evidence

ORD record
ord-570d8c28b2c0425db1270e7a97d86d53
Source dataset
uspto-grants-2014_04
Patent number
US08710064B2

Reaction notes

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