Triethylamine → HCID 13074422, compound

HRID 616898Notes

Reaction equation

HRID 616898 reaction equation
Cl.[NH2:2][CH:3]1[CH2:12][CH:11]2[N:6]([CH2:7][CH2:8][C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=32)[CH2:5][CH2:4]1.C(N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>ClCCl>[CH3:24][S:25]([NH:2][CH:3]1[CH2:12][CH:11]2[N:6]([CH2:7][CH2:8][C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=32)[CH2:5][CH2:4]1)(=[O:27])=[O:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 20366878HCID 20366878, compound

Product 1

HCID 13074422HCID 13074422, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To 2-amino-1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizine hydrochloride (1.38 g), suspended in a solution of triethylamine (2 ml) in dichloromethane (10 ml) stirred at room temperature was added methane sulphonyl chloride (0.570 g) in dichloromethane (5 ml). After stirring for 18 hours, the solution was washed with water and the organic phase separated, dried and evaporated to yield the title compound (1.06 g) as an oil, which was converted in ethanolic hydrogen chloride to the hydrochloride (0.395 g) m.p. 244.8° C. C14H20N2O2S.HCl requires C, 53.06; H, 6.68; N, 8.84%. Found: C, 53.07; H, 6.77; N, 8.64%.

Workup

  1. stirringAfter stirring for 18 hours
  2. washthe solution was washed with water
  3. customthe organic phase separated
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-e64f90f0251b43ceabc13b4042bd4cae
Source dataset
uspto-grants-1978_02
Patent number
US04076820

Reaction notes

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