8-chlorodibenz[b,f][1,4]oxazepine-10(11H)carboxylic acid → 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[(2-furanylmethyl)amino]-1-oxopropyl]hydrazide

HRID 1900582Notes

Reaction equation

HRID 1900582 reaction equation
ClC1C=CC2OC3C=CC=CC=3CN(C(O)=O)C=2C=1.CC(C)(OC([N:26]([CH2:51][C:52]1[O:53][CH:54]=[CH:55][CH:56]=1)[CH2:27][CH2:28][C:29]([NH:31][NH:32][C:33]([N:35]1[CH2:41][C:40]2[CH:42]=[CH:43][CH:44]=[CH:45][C:39]=2[O:38][C:37]2[CH:46]=[CH:47][C:48]([Cl:50])=[CH:49][C:36]1=2)=[O:34])=[O:30])=O)C>>[O:53]1[CH:54]=[CH:55][CH:56]=[C:52]1[CH2:51][NH:26][CH2:27][CH2:28][C:29]([NH:31][NH:32][C:33]([N:35]1[CH2:41][C:40]2[CH:42]=[CH:43][CH:44]=[CH:45][C:39]=2[O:38][C:37]2[CH:46]=[CH:47][C:48]([Cl:50])=[CH:49][C:36]1=2)=[O:34])=[O:30]

Participants

3

Procedure

8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[(2-furanylmethyl)amino]-1-oxopropyl]hydrazide (25) was prepared in the same manner as 8-chlorodibenz-[b,f][1,4]-oxazepine-10(11H)-carboxylic acid, 2-[1-oxo-3-[(2-thienylmethyl)amino]propylhydrazide, monohydrochloride (18), as described above in Example 18, on a 0.37 mmol scale from 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[[(1,1-dimethylethoxy)carbonyl](2-furanylmethyl)amino]-1-oxopropyl]hydrazide (24), prepared as described above in Example 24, to yield 0.14 g (78%) of product. Analysis calculated for C22H21N4O4Cl. HCl 0.25 H2O (M.W. 481.86): C, 54.84; H, 4.71; N, 11.63. Found: C, 54.56; H, 4.60; N, 11.33.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-53d34c6a0a054da3aceeb3cf697a3f5a
Source dataset
uspto-grants-1996_11
Patent number
US05576315

Reaction notes

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