Toluene → HCID 69470970, compound

HRID 841969Notes

Reaction equation

HRID 841969 reaction equation
N1C=CN=C1[C:6]([O:8][CH:9]([N:12]1[N:16]=[C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:14]([C:22](=[O:36])[C:23]2[CH:28]=[C:27]([O:29][CH3:30])[C:26]([O:31][CH3:32])=[CH:25][C:24]=2[N+:33]([O-:35])=[O:34])=[N:13]1)[CH2:10][CH3:11])=[O:7].CCC([OH:42])CC.[C:43]1(C)[CH:48]=[CH:47]C=[CH:45][CH:44]=1>>[CH3:32][O:31][C:26]1[C:27]([O:29][CH3:30])=[CH:28][C:23]([C:22]([C:14]2[C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[N:16][N:12]([CH:9]([O:8][C:6]([O:7][CH:43]([CH2:48][CH3:47])[CH2:44][CH3:45])=[O:42])[CH2:10][CH3:11])[N:13]=2)=[O:36])=[C:24]([N+:33]([O-:35])=[O:34])[CH:25]=1

Participants

4

Reactant 3

HCID 1140TolueneHCID 114283-PentanolHCID 22617769HCID 22617769, compound

Product 1

HCID 69470970HCID 69470970, compound

Procedure

Ethyl 2-(l-(imidazolylcarbonyloxy)propyl)-5-(4,5-dimethoxy-2-nitrobenzoyl)-2H-1,2,3-triazole-4-carboxylate (377 mg) prepared in step (19a) was dissolved in toluene (12 ml). 3-Pentanol (1.6 ml) was added to the solution. The mixture was heated under reflux for 20 hr. The mixture was post-treated by a conventional method and subjected to separation and purification to give ethyl 5-(4,5-dimethoxy-2-nitrobenzoyl)-2-(1-(3-pentyloxycarbonyloxy) propyl)-2H-1,2,3-triazole-4-carboxylate (280 mg) as a light yellow oil.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 20 hr
  3. additionThe mixture was post-treated by a conventional method
  4. customsubjected to separation and purification

Sources & evidence

ORD record
ord-35d1b81c888a4fd68edbe57fa9fe14d5
Source dataset
uspto-grants-2002_04
Patent number
US06372735B1

Reaction notes

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