1,1,1-Trimethoxy-2-chloroethane → Chloromethyl benzooxazol-5-carboxylic acid (1-propyl-butyl)amide

HRID 339344Notes

Reaction equation

HRID 339344 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[OH:18])[C:5]([NH:7][CH:8]([CH2:12][CH2:13][CH3:14])[CH2:9][CH2:10][CH3:11])=[O:6].CO[C:21](OC)(OC)[CH2:22][Cl:23]>>[CH2:9]([CH:8]([NH:7][C:5]([C:4]1[CH:15]=[CH:16][C:17]2[O:18][C:21]([CH2:22][Cl:23])=[N:1][C:2]=2[CH:3]=1)=[O:6])[CH2:12][CH2:13][CH3:14])[CH2:10][CH3:11]

Participants

3

Reactant 2

HCID 1447021,1,1-Trimethoxy-2-chloroethaneHCID 667731203-amino-4-hydroxy-N-(1-propylbutyl)benzamide

Product 1

HCID 57331139Chloromethyl benzooxazol-5-carboxylic acid (1-propyl-butyl)amideYield 65%

Procedure

Prepared in a similar manner to example 41 using 3-amino-4-hydroxy-N-(1-propylbutyl)benzamide (example 41a) and trimethyl chloro-orthoacetate. Yield: 65%. mp 108.5-109° C. MS (M+H, 309.05).

Sources & evidence

ORD record
ord-9ff0e655b215451087923139b829be0e
Source dataset
uspto-grants-2014_11
Patent number
US08895050B2

Reaction notes

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