Benzyl Bromide → 3-(Benzylthio)-6-(2,4-dimethylphenyl)pyridazine

HRID 1625571Notes

Reaction equation

HRID 1625571 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][C:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=1[C:17]1[CH:18]=[CH:19][C:20](=[S:23])[NH:21][N:22]=1>>[CH2:1]([S:23][C:20]1[N:21]=[N:22][C:17]([C:11]2[CH:12]=[CH:13][C:14]([CH3:16])=[CH:15][C:10]=2[CH3:9])=[CH:18][CH:19]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 125621006-(2,4-Dimethylphenyl)pyridazine-3-thiol

Product 1

HCID 415267993-(Benzylthio)-6-(2,4-dimethylphenyl)pyridazine

Procedure

Prepared in a similar manner to example 13 using benzyl bromide and 6-(2,4-dimethylphenyl)pyridazine-3(2H)-thione (Example 13a). Yield 53.5 mg (38%). 1H NMR (300 MHz, dMSO): δ 2.29 (s, 3H), 2.34 (s, 3H), 4.60 (s, 2H), 7.16-7.17 (m, 2H), 7.30-7.34 (m, 4H), 7.47-7.49 (d, 2H), 7.64-7.72 (m, 2H); MS (M+H, 307).

Sources & evidence

ORD record
ord-7c4c7cd6bcc947c594a0b3c031bffcb5
Source dataset
uspto-grants-2014_07
Patent number
US08784782B2

Reaction notes

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