m-Xylyl chloride → HCID 18969578, compound

HRID 399016Notes

Reaction equation

HRID 399016 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH2:7][C:8](=[O:14])[NH:9]2.[CH3:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[CH2:19]Cl>>[CH3:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[CH2:19][N:1]([CH2:15][C:16]1[CH:23]=[CH:22][CH:21]=[C:18]([CH3:19])[CH:17]=1)[CH2:2][CH2:3][O:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH2:7][C:8](=[O:14])[NH:9]2

Participants

3

Reactant 2

HCID 12102m-Xylyl chlorideHCID 10583903HCID 10583903, compound

Product 1

HCID 18969578HCID 18969578, compoundYield 34%

Procedure

Utilizing 4-(2-amino-ethoxy)-1,3-dihydro-indol-2-one prepared in example 2 and reacting with 3-methylbenzyl chloride in the same manner as described for intermediate 15 above to afford the title compound as a crystalline solid in 34% yield, mp 162-164.

Sources & evidence

ORD record
ord-1841fb1b9ba44c01b64ebcd5a35312b8
Source dataset
uspto-grants-1998_10
Patent number
US05817690

Reaction notes

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