Cyclobutanone → HCID 20316893, compound

HRID 596260Notes

Reaction equation

HRID 596260 reaction equation
[BrH:1].[NH2:2][CH:3]1[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([OH:14])[C:9]=2[OH:13])[C:4]1=[O:15].[C:16]1(=O)[CH2:19][CH2:18][CH2:17]1>>[C:16]1(=[N:2][CH:3]2[CH2:12][CH2:11][C:10]3[C:5](=[CH:6][CH:7]=[C:8]([OH:14])[C:9]=3[OH:13])[C:4]2=[O:15])[CH2:19][CH2:18][CH2:17]1.[BrH:1].[CH:16]1([NH:2][CH:3]2[CH2:12][CH2:11][C:10]3[C:5](=[CH:6][CH:7]=[C:8]([OH:14])[C:9]=3[OH:13])[CH:4]2[OH:15])[CH2:19][CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 14496CyclobutanoneHCID 12353616HCID 12353616, compound

Product 2

HCID 20316893HCID 20316893, compoundHCID 20316906HCID 20316906, compound

Procedure

In a manner similar to that of Example 23, 1 part of 2-amino-5,6-dihydroxy-3,4-dihydro-1(2H)-naphthalenone hydrobromide is reacted with 20 volume parts of cyclobutanone. Via 2-cyclobutylideneamino-5,6-dihydroxy-3,4-dihydro-1(2H)-naphthalenone, 0.5 part of 2-cyclobutylamino-1,5,6-trihydroxy-1,2,3,4-tetrahydronaphthalene hydrobromide is obtained as colorless crystals melting at 190°-200° C (decomposition). This product was identified as the compound according to Example 35 by mixed melting point.

Sources & evidence

ORD record
ord-46c931d8f59e4910916b39b96fda4ad1
Source dataset
uspto-grants-1977_03
Patent number
US04010202

Reaction notes

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