Hydrochloric Acid → 11-Chloro-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline dihydrochloride

HRID 1288111Notes

Reaction equation

HRID 1288111 reaction equation
[Cl:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[N:5]=[C:4]2[CH2:12][CH2:13][N:14](C(OCC)=O)[CH2:15][CH2:16][C:3]=12.[ClH:22].C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>>[ClH:1].[ClH:22].[Cl:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[N:5]=[C:4]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16][C:3]=12

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 2150364411-chloro-3-ethoxycarbonyl-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline

Product 1

HCID 2150348411-Chloro-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline dihydrochloride

Procedure

11-Chloro-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline dihydrochloride was prepared by hydrolysis of 11-chloro-3-phenoxycarboxyl-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline or 11-chloro-3-ethoxycarbonyl-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline with concentrated hydrochloric acid. Yield of the dihydrochloride: 69% of theory; m.p. 261° C. (decomp.).

Sources & evidence

ORD record
ord-5e0dda2e6a54476581991fa57dbd19ce
Source dataset
uspto-grants-1976_10
Patent number
US03987047

Reaction notes

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