1-Chloro-2-propanol → HCID 13747689, compound

HRID 1762544Notes

Reaction equation

HRID 1762544 reaction equation
[CH3:1][N:2]1[C:10]2[N:9]=[CH:8][NH:7][C:6]=2[C:5](=[O:11])[NH:4][C:3]1=[O:12].Cl[CH2:14][CH:15]([OH:17])[CH3:16].Cl[CH2:19][CH2:20][CH2:21][CH2:22][C:23]([OH:26])([CH3:25])[CH3:24]>>[OH:26][C:23]([CH3:25])([CH3:24])[CH2:22][CH2:21][CH2:20][CH2:19][N:4]1[C:5](=[O:11])[C:6]2[N:7]([CH2:14][CH:15]([OH:17])[CH3:16])[CH:8]=[N:9][C:10]=2[N:2]([CH3:1])[C:3]1=[O:12]

Participants

4

Reactant 3

HCID 313701-Chloro-2-propanolHCID 706393-MethylxanthineHCID 137476791-Chloro-5-hydroxy-5-methylhexane

Product 1

HCID 13747689HCID 13747689, compound

Procedure

It was also possible to build up the compound starting from 3-methylxanthine in a two-stage reaction sequence, by first introducing the 2-hydroxypropyl group into the 7-position (melting point: 278°-280° C.; yield: 69.6% of theory) with 1-chloro-2-propanol and then alkylating the product in the 1-position (yield: 67.5% of theory) with 1-chloro-5-hydroxy-5-methylhexane (Example 1a).

Sources & evidence

ORD record
ord-ec66bc4135db4175af4f5c463a467f34
Source dataset
uspto-grants-1989_05
Patent number
US04833146

Reaction notes

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