Water → HCID 9905441, compound

HRID 564756Notes

Reaction equation

HRID 564756 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]2[C:10]=1[C:9](=[O:11])[N:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[N:7]=[C:6]2[C:18]([NH:20][NH2:21])=[O:19].C(N(CC)CC)C.[C:29](N1C=CN=C1)(N1C=CN=C1)=[O:30].O>O1CCCC1>[NH2:1][C:2]1[S:3][CH:4]=[C:5]2[C:6]([C:18]3[O:19][C:29](=[O:30])[NH:21][N:20]=3)=[N:7][N:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:9](=[O:11])[C:10]=12

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 2810177HCID 2810177, compound

Product 1

HCID 9905441HCID 9905441, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a ice cooled solution of 5-amino-4-oxo-3-phenyl-3,4-dihydro-thieno[3,4-d]pyridazine-1-carboxylic acid hydrazide (2.0 g, 6.64 mmol), triethylamine (0.67 g, 6.64 mmol) in dry tetrahydrofuran (50 ml) was added 1,1′-carbonyidiimidazole (1.3 g, 8.30 mmol). The resulting reaction mixture was stirred at 0° C. for 1 h and at room temperature for 2 h. Water (100 ml) was added and the precipitate was filtered off and washed with water (2×25 ml), diethyl ether (20 ml) and dried in vacuo at 50° C. for 16 h affording 1.7 g (78%) of the title compound as a solid.

Workup

  1. customThe resulting reaction mixture
  2. filtrationthe precipitate was filtered off
  3. washwashed with water (2×25 ml), diethyl ether (20 ml)
  4. customdried in vacuo at 50° C. for 16 h

Sources & evidence

ORD record
ord-b13123a91a6142fbb88ec0e344d43c3a
Source dataset
uspto-grants-2001_01
Patent number
US06169087A

Reaction notes

Loading…