8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, hydrazide → HCID 86746506, compound

HRID 1646894Notes

Reaction equation

HRID 1646894 reaction equation
[CH2:1]([S:3]([NH:6][CH2:7][CH2:8][C:9]([O:11]C)=O)(=[O:5])=[O:4])[CH3:2].[Cl:13][C:14]1[CH:32]=[CH:31][C:17]2[O:18][C:19]3[CH:30]=[CH:29][CH:28]=[CH:27][C:20]=3[CH2:21][N:22]([C:23]([NH:25][NH2:26])=[O:24])[C:16]=2[CH:15]=1>>[CH2:1]([S:3]([NH:6][CH2:7][CH2:8][C:9]([NH:26][NH:25][C:23]([N:22]1[CH2:21][C:20]2[CH:27]=[CH:28][CH:29]=[CH:30][C:19]=2[O:18][C:17]2[CH:31]=[CH:32][C:14]([Cl:13])=[CH:15][C:16]1=2)=[O:24])=[O:11])(=[O:4])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 135604618-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, hydrazideHCID 60650381HCID 60650381, compound

Product 1

HCID 86746506HCID 86746506, compound

Procedure

8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[(ethylsulfonyl)amino]-1-oxopropyl]hydrazide (22) was prepared from N-(ethylsulfonyl)-β-alanine, methyl ester (21), prepared as described above in Example 21, and 8-chlorodibenz[-b,f][1,4]-oxazepine-10(11H)-carboxylic acid, hydrazide (1), prepared as described above in Example 1, in the manner described in Example 18 above on a 2.0 mmol scale to yield 0.25 g (28%) of product. Analysis calculated for C19H21NO5SCl 0.75 H2O (M.W. 466.43): C, 48.93; H, 4.86; N, 12.01; Cl, 7.60; S, 6.87. Found: C, 49.05; H, 4.61; N, 11.78; Cl, 8.34; S, 6.69.

Workup

  1. customprepared
  2. customprepared

Sources & evidence

ORD record
ord-acc17dc6f99940eb9677c418732f303a
Source dataset
uspto-grants-1993_01
Patent number
US05182272

Reaction notes

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