Acetic Anhydride → HCID 20534319, compound

HRID 1157019Notes

Reaction equation

[CH2:1]([N:3]([CH2:21][CH3:22])[C:4]1[CH:20]=[CH:19][C:7]([C:8]([C:10]2[C:11]([C:16]([OH:18])=[O:17])=[N:12][CH:13]=[CH:14][N:15]=2)=O)=[CH:6][CH:5]=1)[CH3:2].[C:23]1([NH:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(OC(=O)C)(=O)C>>[CH2:21]([N:3]([CH2:1][CH3:2])[C:4]1[CH:20]=[CH:19][C:7]([C:8]2([N:29]([C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:10]3=[N:15][CH:14]=[CH:13][N:12]=[C:11]3[C:16](=[O:17])[O:18]2)=[CH:6][CH:5]=1)[CH3:22]

Participants

Reactant 3

HCID 7918Acetic Anhydride

HCID 11487Diphenylamine

HCID 20534300HCID 20534300, compound

Product 1

HCID 20534319HCID 20534319, compound

Procedure

A mixture of 0.1 g. of 3-[4-(diethylamino)benzoyl]-2-pyrazinecarboxylic acid, 0.1 g. of diphenylamine and 2 ml. of acetic anhydride was warmed for several hours and then allowed to stand for three days. The product, 7-[4-(diethylamino)phenyl]-7-(diphenylamino)furo[3,4-b]pyrazine-5(7H)-one was isolated by column chromatography as a light orange solid, m.p. 140°-142.6° C. A toluene solution of this product contacted with acidic clay or phenolic resin developed a red image.

Workup

additionA mixture of 0.1 g

Sources & evidence

ORD record: ord-2245d1f3cfe6498097b5406c75c64fd4
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04337340

Reaction notes

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