Ammonium Chloride → HCID 67040258, compound

HRID 605195Notes

Reaction equation

HRID 605195 reaction equation
[Cl:1][C:2]([Cl:33])([Cl:32])[CH2:3][O:4][C:5](=[O:31])[NH:6][C:7]1[CH:12]=[CH:11][C:10]([S:13][C:14]2[CH:19]=[CH:18][C:17]([C:20](=[O:27])[NH:21][C:22]3[S:23][CH:24]=[N:25][N:26]=3)=[CH:16][C:15]=2[N+:28]([O-])=O)=[CH:9][CH:8]=1.[NH4+].[Cl-]>[Fe]>[Cl:32][C:2]([Cl:1])([Cl:33])[CH2:3][O:4][C:5](=[O:31])[NH:6][C:7]1[CH:8]=[CH:9][C:10]([S:13][C:14]2[CH:19]=[CH:18][C:17]([C:20](=[O:27])[NH:21][C:22]3[S:23][CH:24]=[N:25][N:26]=3)=[CH:16][C:15]=2[NH2:28])=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 67040940HCID 67040940, compound

Product 1

HCID 67040258HCID 67040258, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

The product of Example 166A (340 mg, 0.6197 mmol) was reduced with Fe and NH4Cl following the procedure in Example 9E to yield the title compound (231 mg, 72% yield) as a white solid. 1H NMR (300 MHz, DMSO-D6) δ ppm: 4.94 (s, 2 H) 5.59 (s, 2 H) 7.14-7.35 (m, 4 H) 7.42 (s, 1 H) 7.50 (d, J=8.46 Hz, 2 H) 9.22 (s, 1 H) 10.26 (s, 1 H); MS (ESI) m/z 520 (M+H)+.

Sources & evidence

ORD record
ord-4fe275cd039f47668e30177ab31503d0
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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