Methyl iodide → HCID 59829781, compound

HRID 1947223Notes

Reaction equation

HRID 1947223 reaction equation
[Br:1][C:2]1[C:3]([O:30][CH2:31][O:32][CH3:33])=[CH:4][C:5]([O:26][CH2:27][O:28][CH3:29])=[C:6]([C:8]2[N:9]([C:14]3[CH:19]=[CH:18][C:17]([N:20]4[CH2:25][CH2:24][O:23][CH2:22][CH2:21]4)=[CH:16][CH:15]=3)[C:10](=[S:13])[NH:11][N:12]=2)[CH:7]=1.[C:34](=O)([O-])[O-].[K+].[K+].CI>C(O)C>[Br:1][C:2]1[C:3]([O:30][CH2:31][O:32][CH3:33])=[CH:4][C:5]([O:26][CH2:27][O:28][CH3:29])=[C:6]([C:8]2[N:9]([C:14]3[CH:19]=[CH:18][C:17]([N:20]4[CH2:25][CH2:24][O:23][CH2:22][CH2:21]4)=[CH:16][CH:15]=3)[C:10]([S:13][CH3:34])=[N:11][N:12]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium Carbonate2×HCID 59829807HCID 59829807, compound

Product 1

HCID 59829781HCID 59829781, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-(5-bromo-2,4-bis-methoxymethoxy-phenyl)-4-[4-(morpholin-4-yl)-phenyl]-2,4-dihydro-[1,2,4]triazol-3-thione (Example 1-5, IM6-S-d01: 54 mg, 0.1 mmol), potassium carbonate (13.8 mg, 0.17 mmol) and ethanol (5 mL) were placed in a test tube, and then methyl iodide (14.2 mg, 0.1 mmol) was added, and the mixture was heated for 2 hours under reflux. After completing the reaction, potassium carbonate was removed by filtration, and the mother liquor was concentrated. The crude product (IM6-SMe-d01) thus obtained was subjected to the next reaction without further purification in particular.

Workup

  1. temperaturethe mixture was heated for 2 hours
  2. temperatureunder reflux
  3. customwas removed by filtration
  4. concentrationthe mother liquor was concentrated
  5. customThe crude product (IM6-SMe-d01) thus obtained
  6. customwas subjected to the next reaction without further purification in particular

Sources & evidence

ORD record
ord-3093e95c26e048fab1b05db3608ddb7d
Source dataset
uspto-grants-2013_03
Patent number
US08399464B2

Reaction notes

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