Ammonia → HCID 21404764, compound

HRID 972515Notes

Reaction equation

HRID 972515 reaction equation
[CH3:1][N:2]([CH3:19])[CH2:3][C:4]([C:6]1(O)[C:15]2[CH:14]=[N:13][C:12]([O:16][CH3:17])=[CH:11][C:10]=2[CH2:9][CH2:8][CH2:7]1)=[CH2:5].S(=O)(=O)(O)O.N>O>[CH3:19][N:2]([CH3:1])[CH2:3][C:4]([C:6]1[C:15]2[CH:14]=[N:13][C:12]([O:16][CH3:17])=[CH:11][C:10]=2[CH2:9][CH2:8][CH:7]=1)=[CH2:5]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 21404754HCID 21404754, compound

Product 1

HCID 21404764HCID 21404764, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 0.04 part of N,N-dimethyl-N-(2-[5,6,7,8-tetrahydro-8-hydroxy-3-methoxyisoquinol-8-yl]prop-2-en-1-yl)amine and 0.5 part by volume of concentrated sulfuric acid is allowed to stand at room temperature for about 30 minutes. Then the reaction mixture is added to water and basified with aqueous ammonia. The solution is extracted with ether and the ethereal extracts are washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and evaporated under reduced pressure to yield N,N-dimethyl-N-(2-[5,6-dihydro-3-methoxyisoquinol-8-yl]prop-2-en-1-yl)amine, identical to the product of Example 16A.

Workup

  1. extractionThe solution is extracted with ether
  2. washthe ethereal extracts are washed with saturated sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-7a00529b49254bd8b94d85da42347bd4
Source dataset
uspto-grants-1977_10
Patent number
US04053476

Reaction notes

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