Methanol → HCID 86611141, compound

HRID 900381Notes

Reaction equation

HRID 900381 reaction equation
[C:1]([CH2:3][O:4]C(CCNC1C=CC=C(C)C=1)=O)#[N:2].CO.S(=O)(=O)(O)N.[N+:24]([C:27]1[CH:32]=[CH:31][C:30]([N:33]=[N:34][C:35]2[CH:51]=[CH:50][C:38]([N:39]([CH2:48][CH3:49])[CH2:40][CH2:41][C:42](OCC#N)=[O:43])=[CH:37][C:36]=2[CH3:52])=[CH:29][CH:28]=1)([O-:26])=[O:25]>CC(C)=O.O>[N+:24]([C:27]1[CH:28]=[CH:29][C:30]([N:33]=[N:34][C:35]2[CH:51]=[CH:50][C:38]([N:39]([CH2:48][CH3:49])[CH2:40][C:41](=[C:42]=[O:43])[O:4][CH2:3][C:1]#[N:2])=[CH:37][C:36]=2[CH3:52])=[CH:31][CH:32]=1)([O-:26])=[O:25]

Participants

7

Reactant 4

HCID 887MethanolHCID 5987Sulfamic AcidHCID 58827600HCID 58827600, compoundHCID 69291669HCID 69291669, compound

Product 1

HCID 86611141HCID 86611141, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

The diazo solution obtained was added gradually to a stirred coupling mixture of N-ethyl, N-(2-cyanomethoxycarbonylethyl)-m-toluidine (7.3 parts), methanol (50 parts), water (200 parts) and sulphamic acid (1 part). After two hours the product was isolated by filtration, washed with cold water and dried to yield, 4-(4-nitrophenylazo)-3-methyl-N-ethyl-N-(2-cyanomethoxycarbonylethyl)aniline (6.5 parts) λmax=486 nm (acetone).

Workup

  1. customAfter two hours the product was isolated by filtration
  2. washwashed with cold water
  3. customdried
  4. customto yield

Sources & evidence

ORD record
ord-027f6cec99d74bb9b474fd993502fbf7
Source dataset
uspto-grants-2008_04
Patent number
US07358345B2

Reaction notes

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