4-(Chloromethyl)-5-methyl-2-(naphthalen-2-yl)-1,3-oxazole → 1-[4-[4-[5-Methyl-2-(2-naphthyl)-4-oxazolylmethoxy]phenyl]butyl]-1,2,4-triazole

HRID 322370Notes

Reaction equation

HRID 322370 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)=[CH:4][CH:3]=1.Cl[CH2:18][C:19]1[N:20]=[C:21]([C:25]2[CH:34]=[CH:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH:26]=2)[O:22][C:23]=1[CH3:24]>>[CH3:24][C:23]1[O:22][C:21]([C:25]2[CH:34]=[CH:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH:26]=2)=[N:20][C:19]=1[CH2:18][O:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 121580734-(Chloromethyl)-5-methyl-2-(naphthalen-2-yl)-1,3-oxazoleHCID 220096301-[4-(4-Hydroxyphenyl)butyl]-1,2,4-triazole

Product 1

HCID 220097471-[4-[4-[5-Methyl-2-(2-naphthyl)-4-oxazolylmethoxy]phenyl]butyl]-1,2,4-triazoleYield 54%

Procedure

In substantially the same manner as in Working Example 37, 1-[4-(4-hydroxyphenyl)butyl]-1,2,4-triazole was allowed to react with 4-chloromethyl-5-methyl-2-(2-naphthyl)oxazole to give 1-[4-[4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]phenyl]butyl]-1,2,4-triazole. The yield was 54%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 134-135° C.

Sources & evidence

ORD record
ord-1b4b21077f034bfb802e0abcea841ade
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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