Phosphorus oxychloride → HCID 20184101, compound

HRID 255700Notes

Reaction equation

[CH3:1][N:2]([CH3:31])[CH2:3][CH2:4][CH2:5][N:6]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:7]1[C:12]([NH:13][C:14](=O)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N+:21]([O-:23])=[O:22])=[CH:11][CH:10]=[CH:9][N:8]=1.P(Cl)(Cl)([Cl:34])=O>>[ClH:34].[CH3:1][N:2]([CH3:31])[CH2:3][CH2:4][CH2:5][N:6]1[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N+:21]([O-:23])=[O:22])=[N:13][C:12]2[CH:11]=[CH:10][CH:9]=[N:8][C:7]1=2

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 13986493HCID 13986493, compound

Product 1

HCID 20184101HCID 20184101, compound

Procedure

Following the procedure of Example 51, N-[2-[[3-(dimethylamino)propyl]phenylamino]-3-pyridinyl]-2-nitrobenzamide was cyclized to the free base of title compound with phosphorus oxychloride and thereafter converted to the hydrochloride by reacting with ethereal hydrogen chloride. Recrystallization from isopropyl alcohol, the yellow solid melted at 239°240° C.

Sources & evidence

ORD record: ord-050b83e8ccc645c68cc89a2353c38786
Source dataset: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04698430

Reaction notes

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