Sodium Bicarbonate → HCID 19006946, compound

HRID 1742584Notes

Reaction equation

HRID 1742584 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:4][CH:3]=1.[NH2:13][C:14]1[CH:24]=[CH:23][C:22]([NH:25][C:26](=[O:34])[C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)=[CH:21][C:15]=1[C:16](OCC)=[O:17].C(=O)(O)[O-].[Na+]>>[CH3:33][C:30]1[CH:29]=[CH:28][C:27]([C:26]([NH:25][C:22]2[CH:23]=[CH:24][C:14]3[N:13]=[C:2]4[CH:3]=[CH:4][C:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[N:6][N:7]4[C:16](=[O:17])[C:15]=3[CH:21]=2)=[O:34])=[CH:32][CH:31]=1

Participants

4

Reactant 3

HCID 516892Sodium BicarbonateHCID 10352425Ethyl 6-chloropyridazine-3-carboxylateHCID 19006955HCID 19006955, compound

Product 1

HCID 19006946HCID 19006946, compound

Procedure

A mixture of ethyl 6-chloro-3-pyridazinecarboxylate (0.12 g, 0.64 mmol, Example 1, Step A) and ethyl 2-amino-5-[(4-methylbenzoyl)amino]benzoate (0.22 g, 0.74 mmol, Example 2, Step C) was heated as a melt at 165°-170° C. for 15 min. The resulting orange solid was suspended into saturated sodium bicarbonate solution, stirred at room temperature for 1 h then filtered. The solid was washed with water and diethyl ether to give ethyl 8-[(4-methyl-benzoyl)-amino]-10-oxo-10H-pyridazino[6,1-b]-quinazoline -2-carboxylate as an orange solid, mp 225°-230° C. dec.

Workup

  1. temperaturewas heated as a melt at 165°-170° C. for 15 min
  2. filtrationthen filtered
  3. washThe solid was washed with water and diethyl ether

Sources & evidence

ORD record
ord-7eacb374c6334f61ab08551faa2ea670
Source dataset
uspto-grants-1994_08
Patent number
US05340808

Reaction notes

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