Ammonia → 6,7-Dihydro-2-methyl-1-(2-methylaminoethyl)-indolo[1,7-ab][1]benzazepine

HRID 1729717Notes

Reaction equation

HRID 1729717 reaction equation
Cl.[CH3:2][C:3]1[C:19]2[C:6]3=[C:7]([CH:16]=[CH:17][CH:18]=2)[CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:5]3[C:4]=1[CH2:20][CH2:21][NH:22][CH3:23].N.CCOCC>O>[CH3:2][C:3]1[C:19]2[C:6]3=[C:7]([CH:16]=[CH:17][CH:18]=2)[CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:5]3[C:4]=1[CH2:20][CH2:21][NH:22][CH3:23]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 3283Diethyl EtherHCID 12268173N-Methyl-2-(2-methyl-6,7-dihydroindolo[1,7-ab][1]benzazepin-1-yl)ethan-1-amine--hydrogen chloride (1/1)

Product 1

HCID 424046,7-Dihydro-2-methyl-1-(2-methylaminoethyl)-indolo[1,7-ab][1]benzazepine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

For purification, the 6,7-dihydro-2-methyl-1-(2-methylaminoethyl)-indolo[1,7-ab][1]benzazepine was converted into the hydrochloride by dissolving in ethanol and treating with ethanolic hydrogen chloride. After a first crop of 28.6 g of the hydrochloride was obtained, the liquors no longer crystallised and were converted back into the base by shaking with an excess of ammonia and ether. The base was re-distilled and again treated with ethanolic hydrogen chloride to yield a second crop of 2 g of the hydrochloride. The two crops were combined and recrystallised from ethanol to give 27.9 g (38.4% yield) of 6,7-dihydro-2-methyl-1-(2-methylaminoethyl)-indolo[1,7-ab][1]benzazepine hydrochloride of melting point 210°-212° C. The pure hydrochloride was now suspended in water and shaken out with an excess of ammonia and ether to yield the pure base 6,7-dihydro-2-methyl-1-(2-methylaminoethyl)-indolo[1,7-ab][1]benzazepine as a pale-yellow viscous syrup of boiling point ca 160° C (air-bath temperature)/10- 5 mm Hg.

Sources & evidence

ORD record
ord-02d6be85216b4a12a9b070ce8254d5c1
Source dataset
uspto-grants-1976_11
Patent number
US03989717

Reaction notes

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