Sodium Dithionite → HCID 23462853, compound

HRID 2286401Notes

Reaction equation

HRID 2286401 reaction equation
[CH3:1][N:2]1[CH2:8][CH2:7][C:6]2[CH:9]=[C:10]([N+]([O-])=O)[CH:11]=[C:12]([S:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:5]=2[CH2:4][CH2:3]1.S(S([O-])=O)([O-])=[O:24].[Na+].[Na+]>>[OH:24][C:10]1[CH:11]=[C:12]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:8][CH2:7][C:6]=2[CH:9]=1

Participants

3

Reactant 2

HCID 24489Sodium DithioniteHCID 23462855HCID 23462855, compound

Product 1

HCID 23462853HCID 23462853, compound

Procedure

Following the procedures outlined in Examples 9 and 10, the 3-methyl-8-nitro-6-phenylthio-2,3,4,5-tetrahydro-1H-3-benzazepine is reduced with sodium hydrosulfite and the corresponding 8-amino derivative is diazotized and then heated with cuprous sulfate/sulfuric acid to yield 8-hydroxy-3-methyl-6-phenylthio-2,3,4,5-tetrahydro-1H-3-benzazepine.

Sources & evidence

ORD record
ord-d68bfaec6f144e38add6845bd8005a68
Source dataset
uspto-grants-1981_05
Patent number
US04265890

Reaction notes

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