Hydroxyamine hydrochloride → HCID 23072350, compound

HRID 1182470Notes

Reaction equation

HRID 1182470 reaction equation
[C:1]([O:4][C:5]1[CH:21]=[CH:20][CH:19]=[CH:18][C:6]=1[C:7]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15](O)=[O:16])=[O:8])(=[O:3])[CH3:2].[NH2:22][OH:23].Cl>C(N(CC)CC)C>[OH:23][NH:22][C:15](=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][C:7](=[O:8])[C:6]1[CH:18]=[CH:19][CH:20]=[CH:21][C:5]=1[O:4][C:1](=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 23072446HCID 23072446, compound

Product 1

HCID 23072350HCID 23072350, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Following the procedure described in Example 14, step 3, but substituting carboxylic acid 50e for 37 and using 1.1 equivalent of NH2OH.HCl and triethylamine each, the title compound was obtained as light yellow solid in 43% yield: 1H NMR (300 MHz, CD3OD/CDCl3=5/1) δ 7.78 (dd, J=8.1, 1.2 Hz, 1H), 7.47 (m, 1H), 6.96 (dd, J=8.4, 1.2 Hz, 1H), 6.91 (m, 1H), 3.00 (t, J=7.2 Hz, 2H), 2.12 (t, J=7.5 Hz, 2H), 1.59-1.79 (m, 4H), 1.40 (m, 4H); 13C NMR (75.4 MHz, CD3OD/CDCl3=5/1) δ 23.97, 32.51, 37.94, 118.02, 118.84, 119.01, 129.86, 136.09, 161.76, 171.15, 206.79.

Sources & evidence

ORD record
ord-b8ab19d6e0c64d179686fa69967e5e0d
Source dataset
uspto-grants-2007_10
Patent number
US07288567B2

Reaction notes

Loading…