3-Nitrobenzenesulfonic acid → 6-[5-(Imidazol-1-yl-methyl)-thien-2-yl]-3(2H)-pyridazinone

HRID 979283

Reaction equation

HRID 979283 reaction equation
[N:1]1([CH2:6][C:7]2[S:11][C:10]([C:12]3[CH2:13][CH2:14][C:15](=[O:18])[NH:16][N:17]=3)=[CH:9][CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[Na].[N+](C1C=C(S(O)(=O)=O)C=CC=1)([O-])=O.[OH-].[Na+]>C(O)(=O)C.O>[N:1]1([CH2:6][C:7]2[S:11][C:10]([C:12]3[CH:13]=[CH:14][C:15](=[O:18])[NH:16][N:17]=3)=[CH:9][CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

7

Reactant 4

HCID 73873-Nitrobenzenesulfonic acidHCID 14798Sodium HydroxideHCID 5360545SodiumHCID 131167414.5-dihydro-6-[5-(imidazol-1-yl-methyl)-thien-2-yl]-3(2H)-pyridazinone

Product 1

HCID 133702416-[5-(Imidazol-1-yl-methyl)-thien-2-yl]-3(2H)-pyridazinone

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

20 g of 4.5-dihydro-6-[5-(imidazol-1-yl-methyl)-thien-2-yl]-3(2H)-pyridazinone (EP No. 71 059, Example 1) are stirred under reflux together with 19.5 g of the sodium salt of 3-nitrobenzenesulfonic acid and 13.5 g of sodium hydroxide in b 250 ml of water for 1 hour. Thereafter, while the solution is still hot, acetic acid are added until pH 6.9. The solid material precipitated after cooling is filtered of with suction, washed with water and dried.

Workup

  1. customThe solid material precipitated
  2. temperatureafter cooling
  3. filtrationis filtered of with suction
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-8cd74c40b3eb45159312de40f7833fbe
Source dataset
uspto-grants-1987_05
Patent number
US04667033

Linked notes

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