3-Chloro-4-fluoroaniline → HCID 178505102, compound

HRID 69782

Reaction equation

HRID 69782 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[C:9]([NH:10][CH2:11][CH2:12][CH2:13][NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[N:8][O:7][N:6]=1)[NH2:4].[Cl:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:26]=1[F:27])N>>[Cl:19][C:20]1[CH:21]=[C:22]([NH:4][C:3]([C:5]2[C:9]([NH:10][CH2:11][CH2:12][CH2:13][NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[N:8][O:7][N:6]=2)=[N:2][OH:1])[CH:24]=[CH:25][C:26]=1[F:27]

Participants

3

Reactant 2

HCID 97083-Chloro-4-fluoroaniline2×HCID 136330167N'-hydroxy-4-({3-[(methylsulfonyl)amino]propyl}amino)-1,2,5-oxadiazole-3-carboximidamide

Product 1

HCID 178505102HCID 178505102, compoundYield 10%

Procedure

The title compound was prepared according to the procedure of Example 4, step E, using N′-hydroxy-4-({3-[(methylsulfonyl)amino]propyl} amino)-1,2,5-oxadiazole-3-carboximidamide [made according to Example 4, steps A through D] and 3-chloro-4-fluoroaniline [Aldrich, product #228583] as the starting materials in 10% yield. LCMS for C13H17ClFN6O4S (M+H)+: m/z=407.1. 1H NMR (400 MHz, CD3OD): δ 7.06 (t, J=8.9 Hz, 1H), 6.98 (m, 1H), 6.80 (m, 1H), 3.73 (m, 2H), 3.28 (m, 2H), 2.94 (s, 3H), 1.28 (m, 2H).

Sources & evidence

ORD record
ord-28bd48e2b15d476e989e6ec1d136b3de
Source dataset
uspto-grants-2014_09
Patent number
US08822511B2

Linked notes

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