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

HRID 1974534Notes

Reaction equation

HRID 1974534 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][C:5]([NH:7][NH:8][C:9]([N:11]1[CH2:17][C:16]2[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=2[O:14][C:13]2[CH:22]=[CH:23][C:24]([Cl:26])=[CH:25][C:12]1=2)=[O:10])=[O:6].[O:27]1[CH:31]=[CH:30][CH:29]=[C:28]1[C:32](Cl)=[O:33]>>[O:27]1[CH:31]=[CH:30][CH:29]=[C:28]1[C:32]([NH:2][CH2:3][CH2:4][C:5]([NH:7][NH:8][C:9]([N:11]1[CH2:17][C:16]2[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=2[O:14][C:13]2[CH:22]=[CH:23][C:24]([Cl:26])=[CH:25][C:12]1=2)=[O:10])=[O:6])=[O:33]

Participants

3

Reactant 2

HCID 682422-Furancarbonyl chlorideHCID 1317177198-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-(3-amino-1-oxopropyl)hydrazide, monohydrochloride

Product 1

HCID 867475468-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[(2-furanylcarbonyl)amino]-1-oxopropyl]hydrazide

Procedure

8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[(2-furanylcarbonyl)amino]-1-oxopropyl]hydrazide (31) was prepared from 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-(3-amino-1-oxopropyl)hydrazide, monohydrochloride (9), prepared in the manner described above in Example 9, and 2-furoyl chloride in the same manner as described in Example 10 on a 1.9 mmol scale to yield 0.37 g (43%) of product. Analysis calculated for C22H19N4O5Cl (M.W. 454.87): C, 49.26; H, 4.36; N, I2.77; Cl, 7.79. Found: C, 49.05; H, 4.40; N, 12.66; cl, 7.58.

Workup

  1. customprepared in the manner

Sources & evidence

ORD record
ord-bd8c7c44506a4a0e9fa896090d33bf8c
Source dataset
uspto-grants-1994_02
Patent number
US05283240

Reaction notes

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