Hydrochloric Acid → HCID 54048482, compound

HRID 1155497Notes

Reaction equation

HRID 1155497 reaction equation
[N:1]1([C:12](=[O:13])[C:11]2[NH:10][C:9]([CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4])[CH3:2].Cl.[CH3:21]OC(OC)(C)C>CO.C(Cl)Cl>[CH3:21][O:18][C:17](=[O:19])[CH2:16][CH2:15][CH2:14][C:9]1[NH:10][C:11]2[C:12](=[O:13])[N:1]([CH3:2])[C:3](=[O:4])[N:5]([CH3:6])[C:7]=2[N:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric Acid4×HCID 64952,2-DimethoxypropaneHCID 950361H-Purine-8-butanoic acid, 2,3,6,7-tetrahydro-1,3-dimethyl-2,6-dioxo- (9CI)

Product 1

HCID 54048482HCID 54048482, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

10 g of theophylline-8-butyric acid are suspended in 50 ml of methanol. For one hour HCl-gas is fed into the suspension. While further feeding HCl-gas into the suspension, heating for one hour under reflux is effected. The feed of HCl-gas is interrupted, and 13.5 ml of 2,2-dimethoxypropane are added to the suspension. Afterwards, for a further 20 minutes HCl-gas is fed into the suspension. After standing over night at room temperature, the suspension is brought to dryness in vacuo. The residue is dissolved in 300 ml of methylenechloride. After having extracted the methylenechloride phase twice with 100 ml of saturated aqueous soda solution and twice with 100 ml of water, it is dried over annealed sodium sulfate and brought to dryness in vacuo. The residue is recrystallized from methanol. In this way 5.15 g (48.4 percent of the theoretically-calculated amount) of the title compound of melting point 200° to 204° C. are obtained.

Workup

  1. temperatureheating for one hour
  2. temperatureunder reflux
  3. waitAfter standing over night at room temperature
  4. extractionAfter having extracted the methylenechloride phase twice with 100 ml of saturated aqueous soda solution
  5. dry with materialtwice with 100 ml of water, it is dried over annealed sodium sulfate
  6. customThe residue is recrystallized from methanol

Sources & evidence

ORD record
ord-2885c0071a3a4a02bfca8a4d0dc0fff9
Source dataset
uspto-grants-1981_11
Patent number
US04302438

Reaction notes

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