Hydrochloric Acid → HCID 178430523, compound

HRID 968780Notes

Reaction equation

HRID 968780 reaction equation
C([NH:3][C:4]1[CH:5]=[C:6]([C:14]#[N:15])[C:7]2[N:11]=[CH:10][NH:9][C:8]=2[C:12]=1[CH3:13])=O.Cl.[OH-].[Na+]>O>[NH2:3][C:4]1[CH:5]=[C:6]([C:14]#[N:15])[C:7]2[N:11]=[CH:10][NH:9][C:8]=2[C:12]=1[CH3:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178430694HCID 178430694, compound

Product 1

HCID 178430523HCID 178430523, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
80 °C

Procedure

A mixture of 6-(Formylamino)-7-methyl-1H-benzimidazole-4-carbonitrile (9) (4.8 kg), water (46 L) and concentrated hydrochloric acid (17.8 kg) is agitated at about 80° C. for about 1½ hours. After the mixture is cooled to about 25° C., a solution of 50% aqueous sodium hydroxide (17.1 kg) and water (64 L) is added. The mixture is cooled to about 25° C. over about 15 minutes. The mixture is then filtered and the product is washed with water (50 L). The product is then dried in a vacuum tray dryer at 45-50° C. and ˜40 torr until dry to obtain 6-Amino-7-methyl-1H-benzimidazole -4-carbonitrile (10) (3.8 kg, 94% yield).

Workup

  1. temperatureAfter the mixture is cooled to about 25° C.
  2. temperatureThe mixture is cooled to about 25° C. over about 15 minutes
  3. filtrationThe mixture is then filtered
  4. washthe product is washed with water (50 L)
  5. customThe product is then dried in a vacuum tray dryer at 45-50° C.
  6. custom˜40 torr until dry

Sources & evidence

ORD record
ord-c895639ba77b4f05b1c9a9817023c713
Source dataset
uspto-grants-2007_12
Patent number
US07304084B2

Reaction notes

Loading…