Sodium Hydroxide → HCID 1811299, compound

HRID 1654614Notes

Reaction equation

HRID 1654614 reaction equation
[SH:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[OH-].[Na+].[F:13][C:14]1[C:21]([F:22])=[C:20]([F:23])[C:19]([F:24])=[C:18]([F:25])[C:15]=1[CH2:16]Br>C(O)C>[F:13][C:14]1[C:21]([F:22])=[C:20]([F:23])[C:19]([F:24])=[C:18]([F:25])[C:15]=1[CH2:16][S:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 74484Pentafluorobenzyl bromideHCID 178418395HCID 178418395, compound

Product 1

HCID 1811299HCID 1811299, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a slurry of 1.67 g of the 2-mercaptobenzothiazole in 18 ml of hot 95% ethanol was added 0.4 g of sodium hydroxide. After all materials had dissolved, the mixture was added to 2.79 g of 2,3,4,5,6-pentafluorobenzyl bromide. The mixture was stirred at 30°-32° C. for 1 minute, then poured into 75 ml ice-water. The product precipitated, was filtered and dried to yield 3.21 g, mp 58°-59.5° C. Recrystallization from aqueous ethanol yielded 2.19 g, mp 51°-53° C.

Workup

  1. dissolutionAfter all materials had dissolved
  2. customThe product precipitated
  3. filtrationwas filtered
  4. customdried
  5. customto yield 3.21 g, mp 58°-59.5° C
  6. customRecrystallization from aqueous ethanol
  7. customyielded 2.19 g, mp 51°-53° C.

Sources & evidence

ORD record
ord-b9012de6168f49f58bc8cafbca8eee33
Source dataset
uspto-grants-1995_04
Patent number
US05409809

Reaction notes

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