Benzoselenazole, 2-methyl- → HCID 86740818, compound

HRID 280685Notes

Reaction equation

HRID 280685 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=O.[CH3:13][C:14]1[Se:15][C:16]2[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1>>[Cl:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=[CH:13][C:14]1[Se:15][C:16]2[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1

Participants

3

Reactant 2

HCID 17782Benzoselenazole, 2-methyl-HCID 729332-Chloro-5-nitrobenzaldehyde

Product 1

HCID 86740818HCID 86740818, compoundYield 44%

Procedure

This compound was prepared in a similar manner in 44% yield from 2-chloro-5-nitrobenzaldehyde and 2-methylbenzoselenazole, mp 201°-203° C., UV λmaxEtOH nm (ε) 208(31164), 225(31164), 331(34291); 1H-NMR δTMSCDCl3 (ppm) 8.61 (d, J=2.7 Hz, 1H), 8.20-7.26 (complex pattern, 8H); 13C-NMR δTMSCDCl3 (ppm) 169.2, 146.9, 140.2, 135.1, 131.7, 131.1, 130.1, 128.8, 128.5, 126.7, 126.1, 125.1, 124.8, 124.0, 121.9; IR νmaxKBr (cm-1) 1643.4, 1604.3, 1565.8, 1517.9, 1481.0, 1460.6, 1384.3, 1342.7, 1282.2, 1243.8, 1130.7, 1115.4, 1090.0, 910.9, 829.2, 815.2. Anal. Calcd. for C15H9ClN2O2Se: C, 49.53, H, 2.50, N, 7.70. Found: C, 49.66, H, 2.55, N, 7.77.

Sources & evidence

ORD record
ord-444bd19a497d4cb8a9d684f7af4181cd
Source dataset
uspto-grants-1986_05
Patent number
US04590275

Reaction notes

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