Phenacylamine → HCID 53845549, compound

HRID 1288198Notes

Reaction equation

HRID 1288198 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:12][CH2:11][CH:10]=[C:9](OCC)[CH2:8][CH2:7]1)=[O:5])[CH3:2].N[CH2:17][C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=O.C1(N)C(F)=C(F)C(F)=C([NH2:35])C=1F.Cl.Cl>>[CH2:1]([O:3][C:4]([N:6]1[CH2:12][CH2:11][CH2:10][C:9]2=[N:35][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[C:18]([CH3:17])=[C:8]2[CH2:7]1)=[O:5])[CH3:2]

Participants

4

Reactant 3

HCID 11952PhenacylamineHCID 149026Tetrafluoro-m-phenylenediamine dihydrochloride2×HCID 21503463HCID 21503463, compound

Product 1

HCID 53845549HCID 53845549, compound

Procedure

2,3,4,5-tetrahydro-11-methyl-1H-2-azepino[4,3-b]quinoline-carboxylic acid ethyl ester and their hydrochlorides were prepared from an isomer mixture of 1-ethoxycarbonyl-4-ethoxy-2,3,6,7-tetrahydro-azepine and 1-ethoxycarbonyl-4-ethoxy-5H-1,2,6,7tetrahydro-azepine (ratio: 1:1) and 2-amino-acetophenone analogous to Example 217. Yield of the dihydrochloride of the [4,5-b]-isomer: 52% of theory; m.p. 247° C. Yield of the dihydrochloride of the [4,3-b]-isomer: 43% of theory; m.p. 219° C.

Sources & evidence

ORD record
ord-4a2963ba11bf40799988cfaa248d5b67
Source dataset
uspto-grants-1976_10
Patent number
US03987047

Reaction notes

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