Dimethylformamide → HCID 136000312, compound

HRID 1721349Notes

Reaction equation

HRID 1721349 reaction equation
[NH2:1][C:2](=[N:4][N:5]=[CH:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([OH:16])[CH:14]=2)[NH:9][CH:8]=1)[NH2:3].[CH:17]1(N=C=O)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.C[N:27]([CH:29]=[O:30])C>>[NH2:3][C:2](=[N:4][N:5]=[CH:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([OH:16])[CH:14]=2)[NH:9][CH:8]=1)[N:1]([CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[C:29]([NH2:27])=[O:30]

Participants

4

Reactant 3

HCID 6228Dimethylformamide2×HCID 18502Cyclohexyl isocyanateHCID 136168326HCID 136168326, compound

Product 1

HCID 136000312HCID 136000312, compound

Procedure

To a solution of 0.8 g 5-hydroxy-indole-3-carboxaldehyde diaminomethylenehydrazone (3.7 mmol) in 20 ml DMF is added over 5 min. at 0° a solution of 0.5 ml cyclohexyl isocyanate (4.0 mmol) in 5 ml DMF. The solution is stirred for 4 hours. The solvent is then evaporated and the residue chromatographied (eluant: Toluene/EtOH/NH3 85:15:0.5) to yield the title compound as crystals. M.p.=135° (foaming).

Workup

  1. customThe solvent is then evaporated

Sources & evidence

ORD record
ord-7edc4b3515d14e9ebcbcb73703906dc1
Source dataset
uspto-grants-1996_04
Patent number
US05510353

Reaction notes

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