2-Chloro-3-nitropyridine → HCID 131710724, compound

HRID 329165Notes

Reaction equation

HRID 329165 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:11]([N:13]([CH2:21][CH3:22])[C:14]1[CH:15]=[C:16]([SH:20])[CH:17]=[CH:18][CH:19]=1)[CH3:12]>>[CH2:21]([N:13]([CH2:11][CH3:12])[C:14]1[CH:15]=[C:16]([CH:17]=[CH:18][CH:19]=1)[S:20][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1)[CH3:22]

Participants

3

Reactant 2

HCID 796132-Chloro-3-nitropyridineHCID 21438866HCID 21438866, compound

Product 1

HCID 131710724HCID 131710724, compound

Procedure

Thus, for example, a compound of the formula ##STR16## is obtained by reaction of 2-chloro-3-nitro-pyridine with 3-diethylaminothiophenol to give 2(3'-diethylaminothiophenoxy)-3-nitro-pyridine, reduction to the 3-amino compound, diazotisation and intramolecular coupling. The oxadiazepine derivative ##STR17## is obtained, for example, by reaction of 3-chloro-4-nitroanisole with 1-diethylamino-3-hydroxynaphthalene to give 1-diethylamino-3-(5'-methoxy-2'-nitro-phenoxy)-naphthalene, reduction to the 2'-amino compound, diazotisation and internal coupling.

Sources & evidence

ORD record
ord-28bd3e9a9afd4ac0b865a0015747208e
Source dataset
uspto-grants-1977_04
Patent number
US04020063

Reaction notes

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