4-Bromophenacyl bromide → HCID 70616701, compound

HRID 1704715Notes

Reaction equation

HRID 1704715 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:14]1[CH2:19][NH:18][C:17](=[S:20])[NH:16][CH2:15]1)[CH3:13]>CC(C)=O>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]2([OH:9])[N:18]3[CH2:19][N:14]([CH2:12][CH3:13])[CH2:15][N:16]=[C:17]3[S:20][CH2:7]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 74544-Bromophenacyl bromideHCID 7365905-ethyl-1,3,5-triazinane-2-thione

Product 1

HCID 70616701HCID 70616701, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 6.95 grams (0.025 moles) of p-bromophenacylbromide in 60 milliliters of acetone was mixed with a solution of 3.62 grams (0.025 moles) of 5-ethyl 3,4,5,6-tetrahydro-s-triazin 2(1H) thione in 500 milliliters of acetone. After 10 minutes 6-p-bromophenyl-3-ethyl-6-hydroxy-3,4,6,7-tetrahydro-2H-thiazolo(3,2-a)-s-triazine hydrobromide crystallized out as a colourless solid, m.p. 132°-134° C. The yield was 9.27 grams (88%).

Workup

  1. customAfter 10 minutes 6-p-bromophenyl-3-ethyl-6-hydroxy-3,4,6,7-tetrahydro-2H-thiazolo(3,2-a)-s-triazine hydrobromide crystallized out as a colourless solid, m.p. 132°-134° C

Sources & evidence

ORD record
ord-31930bd88d6e4b84b237130749783f00
Source dataset
uspto-grants-1978_11
Patent number
US04127660

Reaction notes

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