Methanol → HCID 15721934, compound

HRID 1728948Notes

Reaction equation

HRID 1728948 reaction equation
[CH:1](OC)(OC)[O:2][CH3:3].[NH2:8]/[C:9](/[C:14]#[N:15])=[C:10](\[NH2:13])/[C:11]#[N:12].CO>O1CCOCC1>[NH2:13]/[C:10](=[C:9](\[N:8]=[CH:1][O:2][CH3:3])/[C:14]#[N:15])/[C:11]#[N:12]

Participants

5

Reactant 3

HCID 887MethanolHCID 9005Trimethyl orthoformateHCID 2723951Diaminomaleonitrile

Product 1

HCID 15721934HCID 15721934, compoundYield 74.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Trimethyl orthoformate (31-8 g; 0.3 mol) was added dropwise to a slowly distilling solution of diaminomaleonitrile (32.4 g; 0.3 tool) in 1,4-dioxane (250 mL). The methanol that formed during the reaction was removed by distillation. The reaction mixture was concentrated in vacuo and cooled to room temperature. The precipitate was collected and crystallized from THF-pentane to yield 33.6 g (62%) of 2-amino-3-(methoxymethylenamino) maleonitrile having a melting point of 138°-139° C.

Workup

  1. customwas removed by distillation
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customThe precipitate was collected
  4. customcrystallized from THF-pentane

Sources & evidence

ORD record
ord-fcb343a9263c43d2bab52d9f6eb0fa47
Source dataset
uspto-grants-1994_07
Patent number
US05329012

Reaction notes

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