Hydrazine → Hydrazine hydrate (1:1)

HRID 1381977Notes

Reaction equation

HRID 1381977 reaction equation
C[O:2]C1C=C(NC(=O)C)C([N+]([O-])=O)=CC=1C(OC)=O.[CH3:20][O:21][C:22]1[CH:30]=[C:29]([NH2:31])[C:28]([N+:32]([O-])=O)=[CH:27][C:23]=1[C:24]([O-:26])=[O:25].[Na+].[NH2:36][NH2:37]>>[OH2:2].[NH2:36][NH2:37].[CH3:20][O:21][C:22]1[CH:30]=[C:29]([NH2:31])[C:28]([NH2:32])=[CH:27][C:23]=1[C:24]([OH:26])=[O:25]

Participants

5

Reactant 3

HCID 9321HydrazineHCID 77723Methyl 4-acetamido-2-methoxy-5-nitrobenzoateHCID 21275767Sodium 2-methoxy-4-amino-5-nitrobenzoate2×

Product 2

HCID 24654Hydrazine hydrate (1:1)HCID 1010174,5-Diamino-o-anisic acid

Procedure

In general, reaction of methyl 2-methoxy-4-acetylamino-5-nitrobenzoate with the base is preferably immediately followed by the in-situ reaction of the intermediate sodium-2-methoxy- 4-amino-5-nitrobenzoate (intermediate I) with hydrazine or its equivalent, preferably as hydrazine hydrate, to form 2-methoxy-4,5-diaminobenzoic acid (intermediate II). That product is preferably recovered and purified prior to further use.

Sources & evidence

ORD record
ord-c6ea9cca305d4b5792bf9487e008496f
Source dataset
uspto-grants-1989_02
Patent number
US04804765

Reaction notes

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