Nitrogen → HCID 86674136, compound

HRID 1464984Notes

Reaction equation

HRID 1464984 reaction equation
[CH3:1][S:2][C:3]1[C:4]2[S:11][CH:10]=[C:9]([CH:12]=C)[C:5]=2[N:6]=[CH:7][N:8]=1.[O:14]=[O+][O-].N#N.CSC>C(Cl)(Cl)Cl.CO>[CH3:1][S:2][C:3]1[C:4]2[S:11][CH:10]=[C:9]([CH:12]=[O:14])[C:5]=2[N:6]=[CH:7][N:8]=1

Participants

6

Reactant 4

HCID 947NitrogenHCID 1068Dimethyl SulfideHCID 24823OzoneHCID 67327310HCID 67327310, compound

Product 1

HCID 86674136HCID 86674136, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

4-(Methylthio)-7-vinylthieno[3,2-d]pyrimidine (350 mg, 1.68 mmol) was dissolved in CHCl3/MeOH (2 mL/2 mL) and treated with ozone at 78° C. for 30 minutes. When the starting material was disappeared, the reaction mixture was treated with N2 gas at the same temperature for 5 minutes, heated to room temperature, and dimethylsulfide (0.37 mL, 5.04 mmol) was added thereto. The reaction mixture was concentrated to obtain a yellow solid. The solid was filtered, washed with diethyl ether and dried with N2 gas to obtain the title compound without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customto obtain a yellow solid
  3. filtrationThe solid was filtered
  4. washwashed with diethyl ether
  5. dry with materialdried with N2 gas

Sources & evidence

ORD record
ord-eb8bd38fbf4c4b53aba4b988ef5e8e04
Source dataset
uspto-grants-2015_04
Patent number
US08999973B2

Reaction notes

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