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

HRID 596969Notes

Reaction equation

HRID 596969 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 hr. 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 hr
  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-808db08868e24b959f2ae97949a7f41d
Source dataset
uspto-grants-1977_03
Patent number
US04012499

Reaction notes

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