Trimethylamine → HCID 86756088, compound

HRID 1274575Notes

Reaction equation

HRID 1274575 reaction equation
[Br:1][CH2:2][C:3]1[C:7]2[CH:8]=[C:9]([N:12]3[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[N:14]([CH3:23])[C:13]3=[O:24])[CH:10]=[CH:11][C:6]=2[S:5][N:4]=1.[CH3:25][N:26]([CH3:28])[CH3:27]>C1(C)C=CC=CC=1>[Br-:1].[CH3:23][N:14]1[C:15]([C:19]([F:22])([F:21])[F:20])=[CH:16][C:17](=[O:18])[N:12]([C:9]2[CH:10]=[CH:11][C:6]3[S:5][N:4]=[C:3]([CH2:2][N+:26]([CH3:28])([CH3:27])[CH3:25])[C:7]=3[CH:8]=2)[C:13]1=[O:24]

Participants

4

Reactant 2

HCID 1146TrimethylamineHCID 22119928HCID 22119928, compound

Product 1

HCID 86756088HCID 86756088, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 3-[3-(bromomethyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione (20.0 g, 0.0480 mol) and toluene is heated to 90° C., cooled to room temperature, treated with liquid trimethylamine (8.60 g, 0.145 mol), stirred at room temperature for 90 minutes, and filtered to obtain a solid. The solid is washed with toluene and dried in a vacuum oven at 45-50° C. to give the title product as a white solid which is identified by NMR spectral analysis.

Workup

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. customto obtain a solid
  4. washThe solid is washed with toluene
  5. customdried in a vacuum oven at 45-50° C.

Sources & evidence

ORD record
ord-0a7457cbc9924c31bd8a08c9a90c7609
Source dataset
uspto-grants-2000_12
Patent number
US06156700

Reaction notes

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