Dimethylamine → HCID 16639509, compound

HRID 2380774Notes

Reaction equation

[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9][CH3:10])=[O:8].[N:11]([O-])=O.[Na+].[CH3:15][NH:16][CH3:17]>>[CH3:15][N:16]([N:11]=[N:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9][CH3:10])=[O:8])[CH3:17]

Participants

Reactant 3

HCID 674Dimethylamine

HCID 89652Methyl 3-amino-2-thiophenecarboxylate

HCID 23668193Sodium Nitrite

Product 1

HCID 16639509HCID 16639509, compound

Procedure

Diazotization of methyl 3-aminothiophene-2-carboxylate or its precursors with sodium nitrite followed by treatment with dimethylamine provides methyl 3-[(dimethylamino)diazenyl]thiophene-2-carboxylate or its derivatives in good yield. Treatment of the above esters with ammonia gave the triazene analogs of formula (I) (3-[(dimethylamino)diazenyl]thiophene-2-carboxamide (compd No. 1), compd. No. 2, compd. No. 3, compd. No. 4, compd. No. 5).

Sources & evidence

ORD record: ord-23186eaa44664f94a98b0e02aae92654
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08258119B2

Reaction notes

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