Acetic Anhydride → HCID 59577964, compound

HRID 2194119Notes

Reaction equation

HRID 2194119 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[CH2:33][CH2:32][C:14]2([C:18](=[O:19])[N:17]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][C:27]4NN=[N:29][N:28]=4)=[CH:22][CH:21]=3)[CH2:16][CH2:15]2)[CH2:13][CH2:12]1)(=[O:10])=[O:9].[C:34](OC(=O)C)(=[O:36])[CH3:35]>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[CH2:33][CH2:32][C:14]2([C:18](=[O:19])[N:17]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][C:27]4[O:36][C:34]([CH3:35])=[N:29][N:28]=4)=[CH:22][CH:21]=3)[CH2:16][CH2:15]2)[CH2:13][CH2:12]1)(=[O:9])=[O:10]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178517149HCID 178517149, compound

Product 1

HCID 59577964HCID 59577964, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This material was obtained essentially following a procedure described in the literature (Jurisic et al, Synth. Comm. 1994, p 1575) from above 8-(2-chloro-benzenesulfonyl)-2-[4-(1H-tetrazol-5-ylmethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one (135 mg) on treatment with acetic anhydride (2 ml), in CH2Cl2 (2 ml), heating at reflux for 30 minutes and subsequent usual aqueous work-up to give the desired 8-(2-chloro-benzenesulfonyl)-2-[4-(5-methyl-[1,3,4]oxadiazol-2-ylmethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one (133 mg) as a light brown crystalline solid. MS (ESI): 501.1 (MH+).

Workup

  1. customThis material was obtained essentially
  2. temperatureheating
  3. temperatureat reflux for 30 minutes

Sources & evidence

ORD record
ord-9da097ba5f1d4ec0b4a46b359b897052
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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