Tert-Butylamine → HCID 10752756, compound

HRID 1995399Notes

Reaction equation

HRID 1995399 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([S:9](Cl)(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.[C:13]([NH2:17])([CH3:16])([CH3:15])[CH3:14]>O1CCCC1>[C:13]([NH:17][S:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1)(=[O:11])=[O:10])([CH3:16])([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 27375043-Methoxybenzenesulfonyl chloride

Product 1

HCID 10752756HCID 10752756, compoundYield 92.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
60 °C

Procedure

49.5 gm (0.24 mol) of 3-methoxy-benzene sulfonic acid chloride were dissolved in 50 ml of tetrahydrofuran, and the solution was added dropwise over a period of 25 minutes to a solution of 40 gm (0.55 mol) of tert. butylamine in 200 ml of tetrahydrofuran. After stirring for 1 hour at room temperature and for 7 hours at 60° C., the reaction mixture was filtered, and the filtrate was evaporated in vacuo. The residue was treated with cyclohexane, yielded 54.1 gm (92.6% of theory) of N-tert. butyl-3-methoxy-benzenesulfonamide.

Workup

  1. filtrationthe reaction mixture was filtered
  2. customthe filtrate was evaporated in vacuo
  3. additionThe residue was treated with cyclohexane

Sources & evidence

ORD record
ord-8ecaac07fa044b289f88f0611c5debf1
Source dataset
uspto-grants-1983_09
Patent number
US04404230

Reaction notes

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