Hydrogen Bromide → 6-(2-bromoethyl)-2,3,7-trimethyl-5H-thiazolo[3,2-a]pyrimidin-5-one monohydrobromide

HRID 1380233Notes

Reaction equation

O[CH2:2][CH2:3][C:4]1[C:5](=[O:17])[NH:6][C:7]([S:11][CH:12]([CH3:16])[C:13](=O)[CH3:14])=[N:8][C:9]=1[CH3:10].[BrH:18]>C(O)(=O)C>[BrH:18].[Br:18][CH2:2][CH2:3][C:4]1[C:5](=[O:17])[N:6]2[C:13]([CH3:14])=[C:12]([CH3:16])[S:11][C:7]2=[N:8][C:9]=1[CH3:10]

Participants

Conditions

Temperature: 90 °C

Procedure

A mixture of 36 parts of 5-(2-hydroxyethyl)-6-methyl-2-[(1-methyl-2-oxopropyl)thio]-4(3H)-pyrimidinone and 240 parts of a hydrobromic acid solution 60% in acetic acid was stirred and heated for 4 hours at 90° C. The reaction mixture was evaporated and the residue was suspended in 400 parts of 2-propanone. The solid product was filtered off, washed with 2-propanone and dried, yielding 44 parts of 6-(2-bromoethyl)-2,3,7-trimethyl-5H-thiazolo[3,2-a]pyrimidin-5-one monohydrobromide; mp. 172° C. (intermediate 7).

Workup

customThe reaction mixture was evaporated
filtrationThe solid product was filtered off
washwashed with 2-propanone
customdried

Sources & evidence

ORD record: ord-0cbc5e48f56442b48b9ae08900e42384
Source dataset: uspto-grants-1986_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04581171

Reaction notes

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