4-Bromophenacyl bromide → HCID 86736178, compound

HRID 1704717Notes

Reaction equation

HRID 1704717 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](=[O:9])[CH2:7]Br)=[CH:4][CH:3]=1.[CH2:12]([N:15]1[CH2:20][NH:19][C:18](=[S:21])[NH:17][CH2:16]1)[CH:13]=[CH2:14]>CC(C)=O>[BrH:1].[CH2:12]([N:15]1[CH2:20][N:19]2[C:6]([C:5]3[CH:10]=[CH:11][C:2]([Br:1])=[CH:3][CH:4]=3)([OH:9])[CH2:7][S:21][C:18]2=[N:17][CH2:16]1)[CH:13]=[CH2:14]

Participants

4

Reactant 2

HCID 74544-Bromophenacyl bromideHCID 3481912HCID 3481912, compound

Product 1

HCID 86736178HCID 86736178, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 6.95 grams (0.025 mole) of p-bromophenacyl bromide in 60 milliliters of acetone was mixed with a solution of 3.93 grams (0.025 mole) 5-allyl-3,4,5,6-tetrahydro-s-triazin-2(1H)-thione in 1100 milliliters of acetone and the mixture was left for 1 hour at room temperature. The solution was then concentrated to 200 milliliters. 10.1 Grams (89% yield) of 3-allyl-6-(p-bromophenyl)-6-hydroxy-3,4,6,7-tetrahydro-2H-thiazolo[3,2-a]-s-triazine hydrobromide 1/3 acetonate crystallised as a colourless solid of melting point 146°-148° C. (with decomposition).

Workup

  1. concentrationThe solution was then concentrated to 200 milliliters

Sources & evidence

ORD record
ord-ab45b5c49abf4a618556642044ccd952
Source dataset
uspto-grants-1978_11
Patent number
US04127660

Reaction notes

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