4-[(Methylsulfonyl)amino]benzoyl chloride → HCID 70411503, compound

HRID 1249197Notes

Reaction equation

HRID 1249197 reaction equation
[CH3:1][S:2]([NH:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([Cl:12])=[O:11])=[CH:8][CH:7]=1)(=[O:4])=[O:3].[CH2:15]([N:17]([CH2:25][CH3:26])[C@@H:18]1[CH2:23][CH2:22][CH2:21][CH2:20][C@H:19]1[NH2:24])[CH3:16]>O1CCCC1>[ClH:12].[CH2:25]([N:17]([CH2:15][CH3:16])[C@@H:18]1[CH2:23][CH2:22][CH2:21][CH2:20][C@H:19]1[NH:24][C:10](=[O:11])[C:9]1[CH:13]=[CH:14][C:6]([NH:5][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:7][CH:8]=1)[CH3:26]

Participants

4

Reactant 2

HCID 117911194-[(Methylsulfonyl)amino]benzoyl chlorideHCID 28152378HCID 28152378, compound

Product 1

HCID 70411503HCID 70411503, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 6.31 g (27 mmole) of 4-[(methylsulfonyl)amino]benzoyl chloride in 25 ml of tetrahydrofuran (THF) cooled to 0° C. under a nitrogen atmosphere, add dropwise a solution of 4.26 g (25 mmole) of trans-N,N-diethyl-1,2-cyclohexanediamine in 10 ml of THF. Stir the reaction mixture for 1 hr, then collect the resulting solid by filtration. Recrystallize the solid from ethanol to obtain the title compound.

Workup

  1. customcollect the resulting solid
  2. filtrationby filtration
  3. customRecrystallize the solid from ethanol

Sources & evidence

ORD record
ord-c1d5d933cfdc44079c546c37aa1a976f
Source dataset
uspto-grants-1986_12
Patent number
US04629739

Reaction notes

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