(4-Chlorophenoxy)acetic acid → HCID 13576356, compound

HRID 979028Notes

Reaction equation

HRID 979028 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[CH3:25][O:26][C:27]1[CH:28]=[C:29]([C:35]2[CH:36]([CH2:42]O)[CH2:37][C:38](=[O:41])[NH:39][N:40]=2)[CH:30]=[CH:31][C:32]=1[O:33][CH3:34]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][C:8]([O:10][CH2:42][CH:36]2[C:35]([C:29]3[CH:30]=[CH:31][C:32]([O:33][CH3:34])=[C:27]([O:26][CH3:25])[CH:28]=3)=[N:40][NH:39][C:38](=[O:41])[CH2:37]2)=[O:9])=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 26229(4-Chlorophenoxy)acetic acidHCID 682631,1'-CarbonyldiimidazoleHCID 2088526-(3,4-Dimethoxyphenyl)-5-(hydroxymethyl)-4,5-dihydropyridazin-3(2H)-one

Product 1

HCID 13576356HCID 13576356, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.7 g (0.025 mol) of 4-chlorophenoxyacetic acid and 4.3 g (0.027 mol) of carbonyldiimidazole are heated under reflux in 100 of tetrahydrofuran for 15 minutes. After the mixture has been cooled, 6.7 g (0.025 mol) of 6-(3,4-dimethoxyphenyl)-5-hydroxymethyl-2,3,4,5-tetrahydropyridazin-3-one are added with stirring. After a reaction time of 5 hours, the mixture is concentrated at room temperature and the residue is worked up as in Example 5.

Workup

  1. temperatureAfter the mixture has been cooled
  2. concentrationAfter a reaction time of 5 hours, the mixture is concentrated at room temperature

Sources & evidence

ORD record
ord-4e4f71c55d614b3ab8535cf7e400bf26
Source dataset
uspto-grants-1987_05
Patent number
US04666902

Reaction notes

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