2-Chloro-N,N-dimethylethylamine → HCID 21329389, compound

HRID 614389Notes

Reaction equation

HRID 614389 reaction equation
[CH2:1]1[C:15]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[NH:8][C:7]=2[CH2:6][CH2:5][CH2:4][S:3](=[O:17])(=[O:16])[CH2:2]1.[H-].[Na+].[CH3:20][N:21]([CH3:25])[CH2:22][CH2:23]Cl>>[CH3:20][N:21]([CH3:25])[CH2:22][CH2:23][N:8]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=2[C:15]2[CH2:1][CH2:2][S:3](=[O:16])(=[O:17])[CH2:4][CH2:5][CH2:6][C:7]1=2

Participants

4

Reactant 3

HCID 79012-Chloro-N,N-dimethylethylamineHCID 24758Sodium hydrideHCID 21329386HCID 21329386, compound

Product 1

HCID 21329389HCID 21329389, compound

Procedure

A mixture of 12.47g (0.05 mole) of 1,2,4,5,6,7-hexahydrothiocino[5,4-b]indole 3,3-dioxide, 2.1g (0.05 mole) of 57% dispersion sodium hydride and 5.44g (0.05 mole) of 2-dimethylaminoethyl chloride is treated according to the procedure in Example 6. There is deposited 15.3g (96%) of a solid, m.p. 154°-155° C. Recrystallization from ethyl acetate gives 11.2g (70%) of an analytical sample, m.p. 155°-156° C.

Workup

  1. additionis treated
  2. customRecrystallization from ethyl acetate
  3. customgives 11.2g (70%) of an analytical sample, m.p. 155°-156° C.

Sources & evidence

ORD record
ord-64cb2745118c4aba8d5641fd67c883a3
Source dataset
uspto-grants-1979_03
Patent number
US04144349

Reaction notes

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