1,4-Butane sultone → HCID 59207798, compound

HRID 746326Notes

Reaction equation

HRID 746326 reaction equation
[CH3:1][N:2]([CH3:16])[C:3]1[CH:8]=[CH:7][C:6]([N:9]=[N:10][C:11]2[S:12][CH:13]=[CH:14][N:15]=2)=[CH:5][CH:4]=1.[CH2:17]1[S:22](=[O:24])(=[O:23])[O:21][CH2:20][CH2:19][CH2:18]1>O1CCCC1>[CH3:1][N:2]([CH3:16])[C:3]1[CH:4]=[CH:5][C:6]([N:9]=[N:10][C:11]2[S:12][CH:13]=[CH:14][N+:15]=2[CH2:20][CH2:19][CH2:18][CH2:17][S:22]([O-:24])(=[O:23])=[O:21])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 154111,4-Butane sultoneHCID 29844463019-44-3

Product 1

HCID 59207798HCID 59207798, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

8.5 g (36.6 mmol) of N,N-dimethyl-4-[1,3-thiazol-2-yldiazenyl]aniline are heated with 85 ml of butane sultone at 110° C. for 6 hours. After cooling, 200 ml of tetrahydrofuran are added to the reaction mixture and the precipitated product is filtered off, washed with acetone and dried. The dye is recrystallized with methanol/ethyl acetate. 11.8 g (87% of theory) of 4-(2-{[4-(dimethylamino)phenyl]diazenyl}-1,3-thiazol-3-ium-3-yl)-1-butanesulfonate are obtained as a dark blue power.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitated product is filtered off
  3. washwashed with acetone
  4. customdried
  5. customThe dye is recrystallized with methanol/ethyl acetate

Sources & evidence

ORD record
ord-07e12ebad1c0464f8db6a0c195f5d008
Source dataset
uspto-grants-2008_07
Patent number
US07393366B2

Reaction notes

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