2-(Chloromethyl)quinoline → HCID 178465626, compound

HRID 478051Notes

Reaction equation

HRID 478051 reaction equation
Cl[CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.[C:13](=[O:16])(O)O.[NH2:17][NH:18][C:19]([NH2:21])=[NH:20]>>[N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:11]=[CH:12][C:3]=1[CH2:2][O:16][C:13]1[CH:9]=[C:10]([C:11](=[N:17][NH:18][C:19](=[NH:21])[NH2:20])[CH3:12])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 203942-(Chloromethyl)quinolineHCID 178513185HCID 178513185, compound

Product 1

HCID 178465626HCID 178465626, compoundYield 65%

Procedure

In a similar manner to Example 1A and using 2-chloromethyl quinoline, 3-(2-quinolinylmethoxy)acetophenone is prepared (13.1 g, m.p. 57°-59° C., 47% yield). This product is reacted with amino guanidine bicarbonate as in 1B above to give 2.35 g of product (65% yield), m.p. 168°-170° C.

Workup

  1. customis prepared (13.1 g, m.p. 57°-59° C., 47% yield)

Sources & evidence

ORD record
ord-fd138a62c7684a99a2cd684fab6d1b45
Source dataset
uspto-grants-1989_12
Patent number
US04889935

Reaction notes

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