4,5-Dimethyl-1,2-phenylenediamine → HCID 178422342, compound

HRID 1789202Notes

Reaction equation

HRID 1789202 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([NH2:9])=[C:4]([NH2:10])[CH:3]=1.C(O[C:14]([S-])=[S:15])C.[K+]>>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]2[N:9]=[C:14]([SH:15])[NH:10][C:4]=2[CH:3]=1

Participants

3

Procedure

Reaction of 30 g (0.22 mole) of 4,5-dimethyl-1,2-phenylenediamine with potassium ethylxanthate using the method described in Example 10 yielded 19 g of 5,6-dimethyl-2-mercaptobenzimidazole, as confirmed by the nmr and infrared spectra and by elemental analysis. The title compound (591 mg) was prepared by the method of Example 6 using 8-hydroxymethylimidazo[1,2-a]pyridine as the hydrochloride salt and using 1.32 g (7.44 mmole) of 2-mercapto-4-methylbenzimidazole instead of 2-mercapto-5-methoxybenzimidazole. The compound was used in subsequent reactions without further characterization.

Sources & evidence

ORD record
ord-25a1f3abfbc44119b668313011b4e3e4
Source dataset
uspto-grants-1987_08
Patent number
US04687775

Reaction notes

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