Ethylenediamine → HCID 12907015, compound

HRID 1730981Notes

Reaction equation

HRID 1730981 reaction equation
[CH2:1]([C:8]1(O)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:10](=[O:11])O1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:19]([NH2:22])[CH2:20][NH2:21]>>[CH2:1]([C:8]12[NH:22][CH2:19][CH2:20][N:21]1[C:10](=[O:11])[C:12]1[C:17]2=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 3301EthylenediamineHCID 13554730HCID 13554730, compound

Product 1

HCID 12907015HCID 12907015, compound

Procedure

Condense 3-benzyl-3-hydroxyphthalide (15 g.) and ethylenediamine (30 ml.) by the procedure of Example 1 to obtain 9b-benzyl-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one, m.p. 115°-117° C. (elemental analysis confirms the empirical formula C17H16N2O), reduce with lithium aluminum hydride and treat with hydrogen chloride as described in Example 1 to obtain 1-benzyl-1,2,3,4,5,6-hexahydro-2,5-benzodiazocine dihydrochloride, m.p. 238°-40° C.

Sources & evidence

ORD record
ord-5070152ebd58451389fc21f7fb1925fe
Source dataset
uspto-grants-1976_11
Patent number
US03994920

Reaction notes

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