p-Acetamidobenzoic acid → 4-acetylamino-N-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-benzamide

HRID 457886Notes

Reaction equation

HRID 457886 reaction equation
[C:1]([NH:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=O)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[CH3:14][C:15]1[N:16]=[C:17]([NH2:26])[S:18][C:19]=1[CH2:20][CH2:21][O:22][N+:23]([O-:25])=[O:24]>>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([C:9]([NH:26][C:17]2[S:18][C:19]([CH2:20][CH2:21][O:22][N+:23]([O-:25])=[O:24])=[C:15]([CH3:14])[N:16]=2)=[O:11])=[CH:12][CH:13]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 19266p-Acetamidobenzoic acidHCID 115574994-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-ylamine

Product 1

HCID 184408594-acetylamino-N-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-benzamideYield 44%

Procedure

Pet-157 was prepared according to the general procedure described hereinabove and the procedure described above for the preparation of Pet-154, using 4-acetylamino-benzoic acid and 4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-ylamine (Pet-10) as the starting materials, in an overall yield of 44%.

Workup

  1. customPet-157 was prepared
  2. customthe procedure described above for the preparation of Pet-154

Sources & evidence

ORD record
ord-77912ecc792146b8869cbbaade3d1f75
Source dataset
uspto-grants-2007_03
Patent number
US07189750B2

Reaction notes

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