2-(Chloromethyl)-6-methylaniline--hydrogen chloride (1/1) → HCID 178488115, compound

HRID 1071543Notes

Reaction equation

HRID 1071543 reaction equation
[SH:1][C:2]1[NH:3][C:4]2[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.Cl.Cl[CH2:15][C:16]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:17]=1[NH2:18]>CCCCCC>[CH3:12][O:11][C:9]1[CH:8]=[CH:7][C:5]2[NH:6][C:2]([S:1][CH2:15][C:16]3[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:17]=3[NH2:18])=[N:3][C:4]=2[CH:10]=1

Participants

4

Reactant 2

HCID 133503032-(Chloromethyl)-6-methylaniline--hydrogen chloride (1/1)HCID 178488032HCID 178488032, compound

Product 1

HCID 178488115HCID 178488115, compoundYield 48.5%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

The title compound was prepared by the method of Example 1 using 3.75 g of 2-mercapto-5-methoxybenzimidazole instead of 2-mercaptobenzimidazole and 4.00 g of 2-(chloromethyl)-6-methylaniline hydrochloride instead of 2-(chloromethyl)-N,N-dimethylaniline. Trituration with hexane gave 3.02 g of the title compound: m.p. 132-134° C. Analysis. Calc'd. for C16H17N3OS: C, 64.19; H, 5.72; N, 14.04; S, 10.71. Found: C, 64.21; H, 5.77; N, 14.00; S, 10.38.

Sources & evidence

ORD record
ord-a53d88cf7f294e80956c3ab0f26840b0
Source dataset
uspto-grants-2005_06
Patent number
US06906078B2

Reaction notes

Loading…