Propionic anhydride → HCID 20394560, compound

HRID 261620Notes

Reaction equation

[C:1]([NH:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]1[C:18](=[O:19])[O:17][CH:16]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:15]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:26](OC(=O)CC)(=O)[CH2:27]C>>[C:16]([NH:15][CH:14]([CH2:13][CH2:12][CH2:11][CH2:10][NH:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:18](=[O:19])[CH2:26][CH3:27])(=[O:17])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

Reactant 2

HCID 31263Propionic anhydride

HCID 70607463HCID 70607463, compound

Product 1

HCID 20394560HCID 20394560, compound

Procedure

Reaction of 4-(4-benzamidobutyl)-2-phenyl-5-oxazolone according to the procedure of Example 1 (ii) but using propionic anhydride in place of acetic anhydride yields 4,8-dibenzamidooctan-3-one which on hydrolysis according to the procedure of Example 1 (iii) gives 4,8-diaminooctan-3-one. Reaction of this product with potassium thiocyanate according to the procedure of Example 1 (iv) gives the title compound.

Sources & evidence

ORD record: ord-6c331d9ef73440fba1c968813518c730
Source dataset: uspto-grants-1979_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04166184

Reaction notes

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