Hydrochloric Acid → HCID 53330662, compound

HRID 1991426Notes

Reaction equation

HRID 1991426 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].C([O:15][CH3:16])(OC)OC.CO[C:19]([NH:21][NH2:22])=O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C[O-].[Na+].Cl>CO.O>[O:15]=[C:16]1[NH:22][N:21]=[CH:19][N:1]1[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6]

Participants

9

Reactant 6

HCID 313Hydrochloric AcidHCID 6101p-Toluenesulfonic acidHCID 9005Trimethyl orthoformateHCID 167023-AminobenzonitrileHCID 80519Methyl carbazateHCID 10942334Sodium Methoxide

Product 1

HCID 53330662HCID 53330662, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
65 °C

Procedure

g of 3-Aminobenzonitril were dissolved in 20 ml MeOH. 1.8 ml of trimethyl orthoformate, hydrazinecarboxylic acid methyl ester and cat. para-toluenesulfonic acid were added. The reaction mixture was heated to 65° C. for 3 h. The suspension was cooled to rt and 9 ml of NaOMe solution were added and the reaction mixture stirred at rt for 2 h. Water was added and the pH adjusted to 1 using aq. HCl (25%). The resulting suspension was filtered off and dried under vacuum. MS(ISO): 187.2 (MH+)

Workup

  1. temperatureThe suspension was cooled to rt
  2. filtrationThe resulting suspension was filtered off
  3. customdried under vacuum

Sources & evidence

ORD record
ord-f5c8f8fbe07c48778c2976e6bdae1799
Source dataset
uspto-grants-2010_01
Patent number
US07645776B2

Reaction notes

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