Hydroxylamine → HCID 56932906, compound

HRID 1019664Notes

Reaction equation

HRID 1019664 reaction equation
CO[C:3]([C:5]1[CH:14]=[CH:13][C:12]2[CH2:11][CH2:10][CH:9]([NH2:15])[CH2:8][C:7]=2[CH:6]=1)=[O:4].[CH2:16]([S:20](Cl)(=[O:22])=[O:21])[CH2:17][CH2:18][CH3:19].[OH:24][NH2:25].[OH-].[K+]>ClCCl>[OH:24][NH:25][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[CH2:11][CH2:10][CH:9]([NH:15][S:20]([CH2:16][CH2:17][CH2:18][CH3:19])(=[O:22])=[O:21])[CH2:8][C:7]=2[CH:6]=1)=[O:4]

Participants

6

Reactant 4

HCID 787HydroxylamineHCID 14797Potassium HydroxideHCID 754301-Butanesulfonyl chlorideHCID 58055425HCID 58055425, compound

Product 1

HCID 56932906HCID 56932906, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared in two steps according to Scheme 6 by (1) treating amine VII with n-butylsulfonyl chloride and TEA in dichloromethane, and (2) treating the ester intermediate with aqueous HONH2 and KOH. MS: calc'd (MH+) 327, exp (MH+) 327.4. 1H NMR (CD3OD, 400 MHz), 7.50 (d, 1H, J=7.6 Hz), 7.49 (s, 1H), 7.19 (d, 1H, J=8.0 Hz), 3.68 (m, 1H), 3.14 (m, 3H), 2.79-3.00 (m, 3H), 2.16 (m, 1H), 1.82 (m, 3H), 1.50 (m, 2H), 0.99 (m, 3H).

Sources & evidence

ORD record
ord-d47162814bad4209bea02192c6961402
Source dataset
uspto-grants-2014_05
Patent number
US08716285B2

Reaction notes

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