Water → HCID 12009873, compound

HRID 1977575Notes

Reaction equation

HRID 1977575 reaction equation
[CH3:1][O:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([S:13](=[O:16])(=[O:15])[NH2:14])=[CH:9][CH:8]=1)=[O:5].C(N(CC)CC)C.[CH3:24][O:25][C:26]1[CH:34]=[CH:33][CH:32]=[CH:31][C:27]=1[C:28](Cl)=[O:29].O>CN(C1C=CN=CC=1)C.C(#N)C>[CH3:1][O:2][CH2:3][C:4]([NH:6][C:7]1[CH:8]=[CH:9][C:10]([S:13](=[O:16])(=[O:15])[NH:14][C:28](=[O:29])[C:27]2[CH:31]=[CH:32][CH:33]=[CH:34][C:26]=2[O:25][CH3:24])=[CH:11][CH:12]=1)=[O:5]

Participants

7

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 889692-Methoxybenzoyl chlorideHCID 807748HCID 807748, compound

Product 1

HCID 12009873HCID 12009873, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6342AcetonitrileSolvent2×

Procedure

8 g (33 mmol) of 2-methoxy-N-(4-sulfamoylphenyl)acetamide are introduced into 160 ml of acetonitrile at 0° C., and 6.63 g (66 mmol) of triethylamine and a catalytic amount of DMAP are added. 5.6 g (33 mmol) of 2-methoxybenzoyl chloride—dissolved in 20 ml of acetonitrile—are subsequently added at 0° C., and stirring is continued for 2 hours at this temperature. After a further 2 hours at room temperature, the mixture is transferred into water and the precipitate is filtered off with suction;

Workup

  1. additionare subsequently added at 0° C.
  2. waitAfter a further 2 hours at room temperature
  3. filtrationthe precipitate is filtered off with suction

Sources & evidence

ORD record
ord-44446205b2014983a30646b5e991c1e6
Source dataset
uspto-grants-2001_05
Patent number
US06235680B1

Reaction notes

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