Theophylline → 1H-Purine-8-butanoic acid, 2,3,6,7-tetrahydro-1,3-dimethyl-2,6-dioxo- (9CI)

HRID 1248393Notes

Reaction equation

HRID 1248393 reaction equation
ON1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=O.[N:9]1([C:20](=[O:21])[C:19]2[NH:18][CH:17]=[N:16][C:15]=2[N:13]([CH3:14])[C:11]1=[O:12])[CH3:10].CN(C)C=[O:25]>C(=O)([O-])[O-].[Na+].[Na+]>[C:6]([CH2:5][CH2:4][CH2:3][C:17]1[NH:18][C:19]2[C:20](=[O:21])[N:9]([CH3:10])[C:11](=[O:12])[N:13]([CH3:14])[C:15]=2[N:16]=1)([OH:7])=[O:25]

Participants

5

Reactant 3

HCID 2153TheophyllineHCID 6228DimethylformamideHCID 80170N-Hydroxysuccinimide

Product 1

HCID 950361H-Purine-8-butanoic acid, 2,3,6,7-tetrahydro-1,3-dimethyl-2,6-dioxo- (9CI)

Reagents, catalysts & solvents 1

HCID 10340Sodium CarbonateSolvent

Conditions

Temperature
4 °C

Procedure

8-(3-carboxypropyl)-theophylline was synthesized as described in copending patent application Ser. No. 315,922, filed Oct. 28, 1981. 15 mg of this compound was reacted with 7 mg of N-hydroxysuccinimide in 2.0 ml of dimethylformamide at 4° C. for 18 hours. At the end of this time, 200 mg of KLH, dissolved in 15 ml of 0.1M sodium carbonate, pH 8.5, was added. The reaction mixture was stirred for 18 hours at 4° C. Unreacted theophylline was removed by dialysis.

Workup

  1. additionpH 8.5, was added
  2. customwas removed by dialysis

Sources & evidence

ORD record
ord-44007320acfd4760ad6ccee193356c51
Source dataset
uspto-grants-1985_06
Patent number
US04524025

Reaction notes

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