Hydrochloric Acid → HCID 178498198, compound

HRID 67260Notes

Reaction equation

[C:1]([C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1)([O:3][CH3:4])=[O:2].Cl.[N:13]([O-])=O.[Na+].[OH:17][C:18]1[CH:23]=[C:22]([CH3:24])[O:21][C:20](=[O:25])[CH:19]=1.C(=O)([O-])[O-].[Na+].[Na+]>O>[C:1]([C:5]1[CH:11]=[CH:10][C:8]([NH:9][N:13]=[C:19]2[C:18](=[O:17])[CH:23]=[C:22]([CH3:24])[O:21][C:20]2=[O:25])=[CH:7][CH:6]=1)([O:3][CH3:4])=[O:2]

Participants

Conditions

Temperature: 5 °C

Procedure

To a mixture of 3.78 g (0.025 mol) 4-carbomethoxy aniline and 10 ml of 12 N hydrochloric acid in 15 ml of water, cooled to 5° C., there is added dropwise a solution of 1.9 g (0.0275 mol) sodium nitrite in 5 ml of water. The solution formed is added to an ice cooled solution of 3.15 g (0.025 mol) 4-hydroxy-6-methyl pyr-2-one and 11 g (0.1025 mol) sodium carbonate in 65 ml of water. The suspension formed is stirred at 5° C. for 1 hr and at room temperature for 3 hrs. The suspension is vacuum filtered and the filter cake is air dried to afford 6.8 g (94.4% yield) of product, mp 230-240 decomp.

Workup

customThe solution formed
customThe suspension formed
filtrationfiltered
customdried

Sources & evidence

ORD record: ord-9cee8235efdd481193a6238ec7e99b4e
Source dataset: uspto-grants-1982_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04345934

Reaction notes

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