Methanesulfonyl chloride → HCID 54471744, compound

HRID 904087Notes

Reaction equation

HRID 904087 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]([C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([NH2:19])=[C:11]([CH3:20])[CH:10]=1)([OH:8])[C:4]([F:7])([F:6])[F:5].[CH3:23][S:24](Cl)(=[O:26])=[O:25]>N1C=CC=CC=1>[F:1][C:2]([F:21])([F:22])[C:3]([C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([NH:19][S:24]([CH3:23])(=[O:26])=[O:25])=[C:11]([CH3:20])[CH:10]=1)([OH:8])[C:4]([F:6])([F:5])[F:7]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 54257427HCID 54257427, compound

Product 1

HCID 54471744HCID 54471744, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To 3.23 g (10 mmole) 4-(hexafluoro-2-hydroxy-2-propyl)-2-methyl-1-naphthylamine in 25 ml pyridine add 1.25 g (11 mmole) methanesulfonyl chloride. After 2 hours, pour onto water and extract with Et2O. Wash with 1N HCl, and then extract with 1N NaOH. Acidify with concentrated HCl, extract with Et2O, dry and concentrate. Recrystallize from Et2O-hexane to obtain the product; m.p. 174° C.

Workup

  1. additionpour onto water
  2. extractionextract with Et2O
  3. washWash with 1N HCl
  4. extractionextract with 1N NaOH
  5. extractionextract with Et2O
  6. customdry
  7. concentrationconcentrate
  8. customRecrystallize from Et2O-hexane
  9. customto obtain the product

Sources & evidence

ORD record
ord-874857fc40f24342a7035a2add989c53
Source dataset
uspto-grants-1980_10
Patent number
US04230635

Reaction notes

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