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

HRID 1900576Notes

Reaction equation

HRID 1900576 reaction equation
[CH3:1][C:2]([CH3:19])([O:4][C:5]([N:7]([CH2:13][C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)[CH2:8][CH2:9][C:10]([OH:12])=O)=[O:6])[CH3:3].[Cl:20][C:21]1[CH:39]=[CH:38][C:24]2[O:25][C:26]3[CH:37]=[CH:36][CH:35]=[CH:34][C:27]=3[CH2:28][N:29]([C:30]([NH:32][NH2:33])=[O:31])[C:23]=2[CH:22]=1>O>[CH3:19][C:2]([CH3:1])([O:4][C:5]([N:7]([CH2:13][C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)[CH2:8][CH2:9][C:10]([NH:33][NH:32][C:30]([N:29]1[CH2:28][C:27]2[CH:34]=[CH:35][CH:36]=[CH:37][C:26]=2[O:25][C:24]2[CH:38]=[CH:39][C:21]([Cl:20])=[CH:22][C:23]1=2)=[O:31])=[O:12])=[O:6])[CH3:3]

Participants

4

Reactant 2

HCID 135604618-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, hydrazideHCID 233693873-{[(t-Butoxy)carbonyl][(thiophen-2-yl)methyl]amino}propanoic acid

Product 1

HCID 867483638-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[[(1,1-dimethylethoxy)carbonyl](2-thienylmethyl)-amino]-1-oxopropyl]hydrazide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.1 mmol of 3-[[(1,1-dimethylethoxy)carbonyl](2-thienylmethyl)amino]-propanoic acid (16), prepared as described above in Example 16, was reacted with 8-chlorodibenz[b,f][1,4]-oxazepine-10(11H)-carboxylic acid, hydrazide (1), prepared as described above in Example 1, in the same manner described in Example 9. The yield of product was 0.31 g (51%). Analysis calculated for C27H29N4O5SCl 0.25 H2O (M.W. 561.57): C, 57.29.; H, 5.34; N, 9.90. Found: C, 57.42; H, 5.40; N, 9.96.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-4b7327b9215f406e93cb60afc5859c9c
Source dataset
uspto-grants-1996_11
Patent number
US05576315

Reaction notes

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