Dimethylsulphamoyl chloride → HCID 20704038, compound

HRID 904082Notes

Reaction equation

HRID 904082 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([OH:18])([C:14]([F:17])([F:16])[F:15])[C:10]([F:13])([F:12])[F:11])=[CH:5][CH:4]=1.[CH3:19][N:20]([CH3:25])[S:21](Cl)(=[O:23])=[O:22]>N1C=CC=CC=1>[F:17][C:14]([F:15])([F:16])[C:9]([C:6]1[CH:5]=[CH:4][C:3]([N:2]([CH3:1])[S:21]([N:20]([CH3:25])[CH3:19])(=[O:23])=[O:22])=[CH:8][CH:7]=1)([OH:18])[C:10]([F:12])([F:13])[F:11]

Participants

4

Reactant 2

HCID 83372Dimethylsulphamoyl chlorideHCID 8050151,1,1,3,3,3-Hexafluoro-2-(4-(methylamino)phenyl)propan-2-OL

Product 1

HCID 20704038HCID 20704038, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To 5.4 g (20 mmole) N-methyl-4-(hexafluoro-2-hydroxy-2-propyl)aniline in 50 ml pyridine add 4.3 g (30 mmole) dimethylsulfamoyl chloride. Stir 16 hours, pour onto water, acidify and extract with Et2O. Wash with 1N NaOH, acidify the aqueous layer, and extract with Et2O. Dry, concentrate and recrystallize first from CCl4, and then from Et2O-hexane to obtain the product; m.p. 63°-65° C.

Workup

  1. additionpour onto water
  2. extractionextract with Et2O
  3. washWash with 1N NaOH
  4. extractionextract with Et2O
  5. customDry
  6. concentrationconcentrate
  7. customrecrystallize first from CCl4
  8. customfrom Et2O-hexane to obtain the product

Sources & evidence

ORD record
ord-652893c945fb47a98e2a55df151411d4
Source dataset
uspto-grants-1980_10
Patent number
US04230635

Reaction notes

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