Acetamide, N,N'-m-phenylenebis- (6CI,7CI,8CI) → HCID 2749933, compound

HRID 867144Notes

Reaction equation

Br[C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[CH:4][C:3]=1[NH:12][C:13](=[O:15])[CH3:14].[C:16]([NH:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([NH:26][C:27](=[O:29])[CH3:28])[CH:21]=1)(=[O:18])[CH3:17]>CN(C)C=O.[Cu]>[C:13]([NH:12][C:3]1[CH:4]=[C:5]([NH:8][C:9](=[O:11])[CH3:10])[CH:6]=[CH:7][C:2]=1[C:23]1[CH:24]=[CH:25][C:20]([NH:19][C:16](=[O:18])[CH3:17])=[CH:21][C:22]=1[NH:26][C:27](=[O:29])[CH3:28])(=[O:15])[CH3:14]

Participants

Conditions

Temperature: 100 °C

Procedure

136 g of 4-bromo-N,N'-bisacetyl-1,3-phenylenediamine, prepared by bromination of N,N'-bisacetyl-1,3-phenylenediamine, are heated, in 300 ml of dimethylformamide, to 100° C. After adding 38 g of copper powder, the reaction mixture is stirred for 4 hours at 100° C. After cooling to room temperature, the mixture is freed from copper as indicated in Example 2. 72 g (75% of theory) of 2,2',4,4'-tetrakis-(acetylamino)-biphenyl of the formula ##STR32## are obtained.

Workup

temperatureAfter cooling to room temperature

Sources & evidence

ORD record: ord-cc13e9741ad94ce4a379aad20c1e57d8
Source dataset: uspto-grants-1978_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04102924

Reaction notes

Loading…