2-Phenoxyethanimidamide → 4-Amino-2-(phenoxymethyl)pteridine

HRID 1681017Notes

Reaction equation

HRID 1681017 reaction equation
[NH2:1][C:2]1[C:3]([C:8]#[N:9])=[N:4][CH:5]=[CH:6][N:7]=1.[O:10]([CH2:17][C:18](N)=[NH:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(O)C>[NH2:9][C:8]1[C:3]2[C:2](=[N:7][CH:6]=[CH:5][N:4]=2)[N:1]=[C:18]([CH2:17][O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:19]=1

Participants

4

Reactant 2

HCID 2902452-PhenoxyethanimidamideHCID 8176993-Aminopyrazine-2-carbonitrile

Product 1

HCID 106346264-Amino-2-(phenoxymethyl)pteridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Obtained using the procedure described in section c of Example 2, starting with 3.0 g (0.025 mole) of 3-amino-2-pyrazinecarbonitrile and 3.8 g (0.025 mole) of 2-phenoxyacetamidine [prepared according to C. Djerassi and C. R. Scholz, J. Am. Chem. Soc. 1947, 69, 1688] in 100 ml of absolute ethanol. Refluxing time: 4 hours. Yld: 5.4 g (85%), m.p. 202°-204° C. (ethanol).

Workup

  1. customObtained
  2. temperatureRefluxing time
  3. custom4 hours

Sources & evidence

ORD record
ord-d6a5238402004c68a03e45fcc6a51194
Source dataset
uspto-grants-1992_12
Patent number
US05167949

Reaction notes

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