Water → HCID 178443821, compound

HRID 1737843Notes

Reaction equation

HRID 1737843 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([SH:9])[NH:8][C:4]=2[CH:3]=1.[C:12](Cl)(=[O:20])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].O>CC(N(C)C)=O.C(#N)C>[SH:9][C:7]1[NH:8][C:4]2[CH:3]=[C:2]([NH:1][C:12](=[O:20])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH:11]=[CH:10][C:5]=2[N:6]=1

Participants

6

Reactant 3

HCID 962WaterHCID 8124Octanoyl chlorideHCID 178507340HCID 178507340, compound

Product 1

HCID 178443821HCID 178443821, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 31374DimethylacetamideSolvent

Conditions

Temperature
50 °C

Procedure

8.3 g of 5-amino-2-mercaptobenzimidazole was suspended in a mixture of 20 ml of dimethylacetamide and 35 ml of acetonitrile. 8.5 g of octanoyl chloride was dropped into the suspension at 50° C. After stirring at 50° C. for 2 hours, 20 ml of water was added to the reaction mixture. Crystals thus formed were collected by filtration, washed with water and dried to obtain 12.8 g of 2-mercapto-5-octanamidobenzimidazole (yield: 88%).

Workup

  1. customCrystals thus formed
  2. filtrationwere collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-9019fd0113f74aab8febd41bccaa3e51
Source dataset
uspto-grants-1999_10
Patent number
US05962493

Reaction notes

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