Dimethylsulphamoyl chloride → HCID 70099705, compound

HRID 619019Notes

Reaction equation

HRID 619019 reaction equation
[C:1]1([O:7][C:8]([N:10]2[CH2:14][CH2:13][CH:12]([CH2:15][C:16]([N:18]3[CH2:23][CH2:22][CH:21]([CH:24]4[C:30]5=[N:31][CH:32]=[C:33]([Br:35])[CH:34]=[C:29]5[CH2:28][CH2:27][C:26]5[CH:36]=[C:37]([Cl:41])[CH:38]=[C:39]([Cl:40])[C:25]4=5)[CH2:20][CH2:19]3)=[O:17])[CH2:11]2)=[NH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:42][N:43]([CH3:48])[S:44](Cl)(=[O:46])=[O:45]>CC#N.C1C=CC=CC=1.C1(C)C=CC=CC=1>[C:1]1([O:7][C:8]([N:10]2[CH2:14][CH2:13][CH:12]([CH2:15][C:16]([N:18]3[CH2:23][CH2:22][CH:21]([CH:24]4[C:30]5=[N:31][CH:32]=[C:33]([Br:35])[CH:34]=[C:29]5[CH2:28][CH2:27][C:26]5[CH:36]=[C:37]([Cl:41])[CH:38]=[C:39]([Cl:40])[C:25]4=5)[CH2:20][CH2:19]3)=[O:17])[CH2:11]2)=[N:9][S:44](=[O:46])(=[O:45])[N:43]([CH3:48])[CH3:42])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 2

HCID 83372Dimethylsulphamoyl chlorideHCID 9961224HCID 9961224, compound

Product 1

HCID 70099705HCID 70099705, compound

Reagents, catalysts & solvents 3

HCID 241BenzeneSolventHCID 1140TolueneSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

Dissolve the product of Example 9 (1 equivalent) in an inert anhydrous solvent such as CH3CN, benzene or toluene and add Et2N (2 equivalents). Cool the solution to 0° C. and add N,N-dimethylsulfamoyl chloride (1.2 equivalents). Stir the mixture at 0° C. to25° C. for 3 h, extract, filter and evaporate to give the title compound.

Workup

  1. additionadd Et2N (2 equivalents)
  2. extractionextract
  3. filtrationfilter
  4. customevaporate

Sources & evidence

ORD record
ord-95349b85d91b45f4a21449be67b2507a
Source dataset
uspto-grants-1999_09
Patent number
US05958890

Reaction notes

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