Phenethylamine → N-Hydroxy-4-(3-phenethyl-ureido)-butyramide

HRID 404209Notes

Reaction equation

HRID 404209 reaction equation
CN(C)C1C=CC(CN[C:9](=[O:18])[NH:10][CH2:11][CH2:12][CH2:13][C:14]([NH:16][OH:17])=[O:15])=CC=1.[CH2:22]([NH2:30])[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[OH:17][NH:16][C:14](=[O:15])[CH2:13][CH2:12][CH2:11][NH:10][C:9]([NH:30][CH2:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:18]

Participants

3

Reactant 2

HCID 1001PhenethylamineHCID 575981614-[3-(4-Dimethylamino-benzyl)-ureido]-N-hydroxy-butyramide

Product 1

HCID 11334591N-Hydroxy-4-(3-phenethyl-ureido)-butyramide

Procedure

Compound 1 was prepared using the methodology described for the preparation of compound 2, by substituting 4-dimethylaminobenzylamine dihydrochloride with phenethylamine. 1H NMR (CD3OD) δ 7.30-7.15 (m, 5H), 3.34 (t, J=6.9 Hz, 2H), 3.11 (t, J=7.2 Hz, 2H), 2.76 (t, J=7.2 Hz, 2H), 2.09 (t, J=7.5 Hz, 2H), 1.73 (m, 2H). 13C NMR (CD3OD) δ 172.7, 161.3, 140.9, 130.0, 129.6, 127.4, 42.8, 40.4, 37.7, 31.3, 27.8.

Sources & evidence

ORD record
ord-cbaa9b8cd7ba474d8ea946e5c2f33750
Source dataset
uspto-grants-2014_06
Patent number
US08748463B2

Reaction notes

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