1,1-Dimethylhydrazine → HCID 13849570, compound

HRID 2413517Notes

Reaction equation

HRID 2413517 reaction equation
[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11](Cl)(=[O:13])=[O:12])(=[O:4])=[O:3].[CH3:15][N:16]([CH3:18])[NH2:17]>O1CCCC1>[CH3:15][N:16]([CH3:18])[NH:17][S:11]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[S:2]([NH2:1])(=[O:4])=[O:3])(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 59761,1-DimethylhydrazineHCID 13849569100704-37-8

Product 1

HCID 13849570HCID 13849570, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 1.28 g of 2-(aminosulfonyl)benzenesulfonyl chloride in 12 mL of dry tetrahydrofuran (THF) was cooled to -65° C. and a solution of 0.88 mL of 1,1-dimethylhydrazine in 12 mL of dry THF added dropwise. The resulting mixture was allowed to warm to room temperature, filtered, and the filtrate concentrated in vacuo. The solid residue was partitioned between water and ethyl acetate, the organic phase was separated, washed with water, washed with brine, dried (MgSO4), concentrated in vacuo, and the residue triturated with 1-chlorobutane to provide 1.07 g of the subject compound, m.p. 122°-124° C. (dec).

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate concentrated in vacuo
  3. customThe solid residue was partitioned between water and ethyl acetate
  4. customthe organic phase was separated
  5. washwashed with water
  6. washwashed with brine
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated in vacuo
  9. customthe residue triturated with 1-chlorobutane

Sources & evidence

ORD record
ord-b051e3627c944d079077d038f15ce969
Source dataset
uspto-grants-1988_01
Patent number
US04718938

Reaction notes

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