Hydrochloric Acid → HCID 69154699, compound

HRID 1355393Notes

Reaction equation

HRID 1355393 reaction equation
C(OC[N:5]1[C:13]2[C:12](=[O:14])[N:11]([CH2:15][CH2:16][CH2:17][CH2:18][C@H:19]([OH:21])[CH3:20])[C:10](=[O:22])[N:9]([CH3:23])[C:8]=2[N:7]=[C:6]1[S:24][CH2:25][CH2:26][Cl:27])C.Cl>C(O)C>[Cl:27][CH2:26][CH2:25][S:24][C:6]1[NH:5][C:13]2[C:12](=[O:14])[N:11]([CH2:15][CH2:16][CH2:17][CH2:18][C@H:19]([OH:21])[CH3:20])[C:10](=[O:22])[N:9]([CH3:23])[C:8]=2[N:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69153971HCID 69153971, compound

Product 1

HCID 69154699HCID 69154699, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a stirring slurry of (R)-7-ethoxymethyl-8-(2-chloroethylsulfanyl)-1-(5-hydroxyhexyl)-3-methylxanthine (150 mg, 0.322 mmol) in ethanol (9.0 ml) was added concentrated hydrochloric acid (1.0 ml). After stirring at 80° C. for 3 hours and concentrating under reduced pressure, (R)-8-(2-chloroethylsulfanyl)-1-(5-hydroxyhexyl)-3-methylxanthine (100 mg, 86 % yield) was obtained as a beige powder.

Workup

  1. concentrationconcentrating under reduced pressure

Sources & evidence

ORD record
ord-04c4623190f34aaba391fe8432fe3a9d
Source dataset
uspto-grants-2003_07
Patent number
US06586429B2

Reaction notes

Loading…