Hydrochloric Acid → HCID 21390549, compound

HRID 462108Notes

Reaction equation

HRID 462108 reaction equation
[CH2:1]1[O:14][C:13]2[C:3](=[CH:4][C:5]3[CH2:11][CH2:10][NH:9][CH2:8][CH2:7][C:6]=3[CH:12]=2)[O:2]1.[H-].[Na+].[CH3:17][N:18]([CH3:23])[CH2:19][CH2:20][CH2:21][Cl:22].Cl.C(N1CCC2C=C3OCOC3=CC=2CC1)C=C.Cl>CN(C)C=O.O>[ClH:22].[CH3:17][N:18]([CH3:23])[CH2:19][CH2:20][CH2:21][N:9]1[CH2:10][CH2:11][C:5]2[CH:4]=[C:3]3[O:2][CH2:1][O:14][C:13]3=[CH:12][C:6]=2[CH2:7][CH2:8]1

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 21390557HCID 21390557, compoundHCID 21824590HCID 21824590, compound

Product 1

HCID 21390549HCID 21390549, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

The free base was prepared from 1.9 g of 2,3,4,5-tetrahydro7,8-methylenedioxy-1H-3-benzazepine (0.01 moles), 0.49 g of sodium hydride (0.011 moles), and 2.42 g of 3-dimethylaminopropyl chloride in 15 ml of dimethylformamide in the same manner as described for 3-allyl-2,3,4,5-tetrahydro-7,8-methylenedioxy-1H-3-benzazepine hydrochloride. After treating the reaction mixture with water and extracting with ether (6 × 25 ml) a yellow oil was obtained. This oil was converted to the hydrochloride and the salt recrystallized from EtOH-EtOAc twice to yield the abovenamed product as a white solid, m.p. 273°-275° (dec).

Workup

  1. extractionextracting with ether (6 × 25 ml) a yellow oil
  2. customwas obtained
  3. customthe salt recrystallized from EtOH-EtOAc twice

Sources & evidence

ORD record
ord-17b3751ff0b54e41bcfcbbc1a3d8befb
Source dataset
uspto-grants-1977_12
Patent number
US04065473

Reaction notes

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