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

HRID 1247978Notes

Reaction equation

HRID 1247978 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 0.1 M 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-1c12cc1c7b1c41e09b68217a1332ab94
Source dataset
uspto-grants-1985_06
Patent number
US04521510

Reaction notes

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