Cyanoacetamide → HCID 5311899, compound

HRID 1283164Notes

Reaction equation

HRID 1283164 reaction equation
C[O-].[Na+].[CH2:4]1[O:14][C:13]2[C:6](=[CH:7][C:8]([NH2:15])=[C:9]([CH:12]=2)[CH:10]=O)[O:5]1.[C:16]([CH2:18][C:19]([NH2:21])=[O:20])#[N:17]>CO>[CH2:4]1[O:5][C:6]2[CH:7]=[C:8]3[C:9]([CH:10]=[C:18]([C:19]([NH2:21])=[O:20])[C:16]([NH2:17])=[N:15]3)=[CH:12][C:13]=2[O:14]1

Participants

5

Reactant 3

HCID 7898CyanoacetamideHCID 2908366-Amino-2H-1,3-benzodioxole-5-carbaldehydeHCID 10942334Sodium Methoxide

Product 1

HCID 5311899HCID 5311899, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To sodium methoxide (1.90 g., 0.03 mole) in methanol (50 ml.) is added 4,5-methylenedioxy-2-aminobenzaldehyde (5.0 g., 0.03 mole) and 2-cyanoacetamide (2.50 g., 0.03 mole). The mixture is heated to reflux for 15 minutes and then cooled in an ice bath. The bright yellow solid is filtered off and recrystallized from acetic acid to give 6.18 g. (89.3%) of the desired product. M.P. 308° C. (dec.). (m/e = 231)

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 15 minutes
  3. temperaturecooled in an ice bath
  4. filtrationThe bright yellow solid is filtered off
  5. customrecrystallized from acetic acid
  6. customto give 6.18 g

Sources & evidence

ORD record
ord-eaaf719f2a234c328e56db25bca26d09
Source dataset
uspto-grants-1976_08
Patent number
US03974161

Reaction notes

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