8-chlorodibenz[b,f][1,4]oxazepin-10(11H)carbonyl chloride → 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)carboxylic acid

HRID 1974520Notes

Reaction equation

HRID 1974520 reaction equation
CS(N(C(=O)[C@H](CC1C=CC=CC=1)N)N)(=O)=[O:3].[Cl:18][C:19]1[CH:36]=[CH:35][C:22]2[O:23][C:24]3[CH:34]=[CH:33][CH:32]=[CH:31][C:25]=3[CH2:26][N:27]([C:28](Cl)=[O:29])[C:21]=2[CH:20]=1>>[Cl:18][C:19]1[CH:36]=[CH:35][C:22]2[O:23][C:24]3[CH:34]=[CH:33][CH:32]=[CH:31][C:25]=3[CH2:26][N:27]([C:28]([OH:3])=[O:29])[C:21]=2[CH:20]=1

Participants

3

Reactant 2

HCID 149759838-chlorodibenz[b,f][1,4]oxazepin-10(11H)carbonyl chlorideHCID 131718326N-(methylsulfonyl)-L-phenylalanine, hydrazide

Product 1

HCID 219834678-chlorodibenz[b,f][1,4]oxazepine-10(11H)carboxylic acid

Procedure

8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2,[2-[(methylsulfonyl)amino]-1-oxo-3-phenyl]hydrazide (15) was prepared in the manner described above in Example 5 on a 0.51 mmol scale starting with N-(methylsulfonyl)-L-phenylalanine, hydrazide (14), prepared as described above in Example 14, and 8-chlorodibenz[b,f][1,4]-oxazepine-10(11H)-carbonyl chloride (2), prepared as described above in Example 2, to yield 0.11 g (42%) of product. Analysis calculated for C24H23N4O5SCl (M.W. 514.98): C, 55.98; H, 4.50; N, 10.88; Cl, 6.88. Found: C, 55.81 H, 4.46; N, 10.66; Cl, 6.96.

Workup

  1. customprepared
  2. customprepared

Sources & evidence

ORD record
ord-c236f636fe25478b9b845c7944938b29
Source dataset
uspto-grants-1994_02
Patent number
US05283240

Reaction notes

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