2-Hydrazino-delta-2-imidazoline hydrobromide → HCID 86758082, compound

HRID 1936743Notes

Reaction equation

HRID 1936743 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10](=O)[CH3:11])[CH:5]=[CH:6][CH:7]=1.Br[CH2:14][CH2:15][CH:16]([NH:22][C:23]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:24])[C:17]([O:19]CC)=[O:18].Br.[NH:34]1[CH2:38][CH2:37][N:36]=[C:35]1[NH:39][NH2:40]>CO>[NH:36]1[CH2:37][CH2:38][N:34]=[C:35]1[NH:39][N:40]=[C:10]([CH3:11])[CH2:9][CH2:8][C:4]1[CH:3]=[C:2]([O:1][CH2:14][CH2:15][C@@H:16]([C:17]([OH:19])=[O:18])[NH:22][C:23]([O:25][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[O:24])[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 30850992-Hydrazino-delta-2-imidazoline hydrobromideHCID 12235673HCID 12235673, compoundHCID 15857342HCID 15857342, compound

Product 1

HCID 86758082HCID 86758082, compoundYield 10.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The operation is carried out as in Example 1 Stages A, B and C but using 390 mg of 4-(3-hydroxyphenyl)-2-butanone and 818 g of ethyl 4-bromo-2-[[(phenylmethoxy)carbonyl]amino]butanoate (Stage A) then, during Stage B, 380 mg of 4,5-dihydro-1H-imidazol-2-yl-hydrazine hydrobromide. The saponification stage is carried out in the presence of soda in methanol. 110 mg of expected product is obtained in the form of an E/Z mixture 45/55.

Sources & evidence

ORD record
ord-f4919368667b4f28b6d072c4231dd551
Source dataset
uspto-grants-2002_05
Patent number
US06391904B1

Reaction notes

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