Benzocaine → HCID 178469001, compound

HRID 1824476Notes

Reaction equation

Cl[C:2]1[NH:3][C:4]([NH:11][C:12]2[CH:22]=[CH:21][C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][CH:13]=2)=[C:5]2[C:9]([N:10]=1)=[N:8][CH:7]=[N:6]2.[NH2:23][C:24]1[CH:34]=[CH:33][C:27]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:26][CH:25]=1>>[CH2:31]([O:30][C:28]([C:27]1[CH:26]=[CH:25][C:24]([NH:23][C:2]2[N:10]=[C:9]3[C:5]([N:6]=[CH:7][NH:8]3)=[C:4]([NH:11][C:12]3[CH:22]=[CH:21][C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][CH:13]=3)[N:3]=2)=[CH:34][CH:33]=1)=[O:29])[CH3:32]

Participants

Reactant 2

HCID 2337Benzocaine

HCID 178469002HCID 178469002, compound

Product 1

HCID 178469001HCID 178469001, compoundYield 54.1%

Procedure

The procedure is carried out as in stage 2 of Example 1, using 238 mg of the product obtained in stage 1 of Example 1 and 660 mg of ethyl 4-aminobenzoate in place of trans-1,4-diaminocyclohexane. 181 mg of the expected product are thus obtained.

Sources & evidence

ORD record: ord-d63cb7b40d56489a9bcd009c2acf34dd
Source dataset: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07041824B2

Reaction notes

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