Hydrazine hydrate (1:1) → HCID 178445947, compound

HRID 435408Notes

Reaction equation

HRID 435408 reaction equation
[NH:1]([C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[C@H:2]([C:9]([N:11]1[CH2:47][CH2:46][CH2:45][C@H:12]1[C:13]([NH:15][C@H:16]([C:21]([NH:23][C@H:24]([C:35](OCC1C=CC=CC=1)=[O:36])[C@@H:25]([CH3:34])[O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:22])[CH2:17][CH:18]([CH3:20])[CH3:19])=[O:14])=O)[CH2:3][C:4]1[N:8]=[CH:7][NH:6][CH:5]=1.[OH2:55].[NH2:56][NH2:57]>CN(C=O)C>[NH:1]([C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[C@H:2]([C:9]([N:11]1[CH2:47][CH2:46][CH2:45][C@H:12]1[C:13]([NH:15][C@H:16]([C:21]([NH:23][C@H:24]([C:35]([NH:56][NH2:57])=[O:36])[C@@H:25]([CH3:34])[O:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)=[O:22])[CH2:17][CH:18]([CH3:20])[CH3:19])=[O:14])=[O:55])[CH2:3][C:4]1[N:8]=[CH:7][NH:6][CH:5]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178445948HCID 178445948, compound

Product 1

HCID 178445947HCID 178445947, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The substance [45] (67.22 g, 90 mM) was dissolved in DMF (300 ml), hydrazine hydrate (45.6 ml, 0.95 M) was added, and the mixture was stirred at room temperature overnight. The DMF was removed in vacuo and the residue was dissolved in ethyl acetate (800 ml). This solution was washed with water, dehydrated with anhydrous sodium sulfate and concentrated in vacuo to obtain the powdered substance [46] (55 g, yield: 91.1%).

Workup

  1. customThe DMF was removed in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate (800 ml)
  3. washThis solution was washed with water
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-cb16d0e785dd4756a0996f8707a589c6
Source dataset
uspto-grants-1983_08
Patent number
US04400316

Reaction notes

Loading…