m-Chloroperbenzoic acid → HCID 70468415, compound

HRID 1284406Notes

Reaction equation

HRID 1284406 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH:9]([Se]C2C=CC=CC=2)[CH3:10])[N:6]=[C:5]([NH2:18])[N:4]=1.ClC1C=CC=C(C(OO)=O)C=1>C(Cl)Cl.CCOCC>[CH:9](=[C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([NH2:18])[NH:6]1)[CH3:10]

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 20251498HCID 20251498, compound

Product 1

HCID 70468415HCID 70468415, compoundYield 7.8%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of 4-methoxy-6-[1-(phenylselenyl)ethyl]-2-pyrimidinamine (14.3 mmol) in 100 ml of CH2Cl2 cooled to -78° C. was added in one portion m-chloroperbenzoic acid (14.3 mmol). The solution was warmed to room temperature, diluted with ether and filtered. A white crystalline solid (0.17 g), m.p. 119°-122° C. was isolated. NMR (200 MHz, CDCl3) δ 3.87 (s, 3H); 5.9 (br s, 2H); 5.5 (d, d, 1H); 6.0 (s, 1H); 6.2-6.6 (m, 2H).

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-7e63c47b50d14b86acdee57ce8f1f69e
Source dataset
uspto-grants-1986_01
Patent number
US04563211

Reaction notes

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