3-Nitro-1,2-phenylenediamine → HCID 178494184, compound

HRID 2421495Notes

Reaction equation

HRID 2421495 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[C:5]=1[NH2:11])([O-:3])=[O:2].[I:12][C:13]1[CH:18]=[CH:17][N:16]=[C:15]([O:19][CH3:20])[C:14]=1[CH:21]=O.[S]>>[I:12][C:13]1[CH:18]=[CH:17][N:16]=[C:15]([O:19][CH3:20])[C:14]=1[C:21]1[NH:11][C:5]2[C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=[CH:7][C:6]=2[N:10]=1

Participants

4

Reactant 3

HCID 43595253-Nitro-1,2-phenylenediamineHCID 5362487SulfurHCID 100383814-Iodo-2-methoxynicotinaldehyde

Product 1

HCID 178494184HCID 178494184, compoundYield 101%

Procedure

3-Nitro-benzene-1,2-diamine (0.153 g, 1.0 mmol), 4-Iodo-2-methoxy-pyridine-3-carbaldehyde (0.263 g, 1.0 mmol) and sulfur (0.032 g, 1.0 mmol) were heated at 160° for 60 min. The resulting slurry was purred on ice water (100 ml). Precipitates were collected by filtration and dried in vacuum to yield the desired product (0.40 g, quant.) which was used without any further purification.

Workup

  1. customPrecipitates
  2. filtrationwere collected by filtration
  3. customdried in vacuum

Sources & evidence

ORD record
ord-2228e6f7a86445478c53af63e0d91933
Source dataset
uspto-grants-2011_06
Patent number
US07956190B2

Reaction notes

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