3-(Dimethylamino)propyl chloride hydrochloride → HCID 20317751, compound

HRID 867197Notes

Reaction equation

HRID 867197 reaction equation
[Na].[NH:2]1[C:6]([C:7]2[CH:8]=[CH:9][C:10]3[C:11](=[O:23])[C:12]4[C:17]([S:18](=[O:22])(=[O:21])[C:19]=3[CH:20]=2)=[CH:16][CH:15]=[CH:14][CH:13]=4)=[N:5][N:4]=[N:3]1.Cl.[CH3:25][N:26]([CH3:31])[CH2:27][CH2:28][CH2:29]Cl>C(O)C>[CH3:25][N:26]([CH3:31])[CH2:27][CH2:28][CH2:29][N:4]1[N:3]=[N:2][C:6]([C:7]2[CH:8]=[CH:9][C:10]3[C:11](=[O:23])[C:12]4[C:17]([S:18](=[O:21])(=[O:22])[C:19]=3[CH:20]=2)=[CH:16][CH:15]=[CH:14][CH:13]=4)=[N:5]1

Participants

5

Reactant 3

HCID 943083-(Dimethylamino)propyl chloride hydrochlorideHCID 5360545SodiumHCID 178515054HCID 178515054, compound

Product 1

HCID 20317751HCID 20317751, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium (0.69 g) was dissolved in ethanol (45 ml) and 3-(5-tetrazolyl)thioxanthone-10,10-dioxide (4.68 g) was added. 3-Dimethylaminopropyl chloride hydrochloride (2.37 g) was added to the mixture, which was then stirred and boiled under reflux for 2.5 hours. On cooling some solid separated, which was filtered off and discarded. Overnight yellow crystals of 3-(2-(3-dimethylaminopropyl)-5-tetrazolyl)thioxanthone-10,10-dioxide separated and were filtered off and recrystallised from ethanol, m.p. 141°-142° C.

Workup

  1. temperatureunder reflux for 2.5 hours
  2. temperatureOn cooling some solid
  3. customseparated
  4. filtrationwhich was filtered off
  5. customOvernight yellow crystals of 3-(2-(3-dimethylaminopropyl)-5-tetrazolyl)thioxanthone-10,10-dioxide separated
  6. filtrationwere filtered off
  7. customrecrystallised from ethanol, m.p. 141°-142° C.

Sources & evidence

ORD record
ord-3c0a45e8cba04999b4ecb181cf1b550b
Source dataset
uspto-grants-1978_07
Patent number
US04103015

Reaction notes

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