Dimethylformamide → (N-Ethyl-N-phenylamino)4-formyl-naphthalene

HRID 1197941Notes

Reaction equation

HRID 1197941 reaction equation
CN(C1C2C(=CC=CC=2)C=CC=1)C1C=CC=CC=1.[CH2:19]([N:21]([C:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=[CH:30][CH:29]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH3:20].O=P(Cl)(Cl)Cl.CN(C)[CH:45]=[O:46]>>[CH2:19]([N:21]([C:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:31]([CH:45]=[O:46])=[CH:30][CH:29]=1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[CH3:20]

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 118606N-Methyl-N-phenylnaphthalen-1-amineHCID 20087159N-Ethyl-N-phenylnaphthalen-1-amine

Product 1

HCID 20087160(N-Ethyl-N-phenylamino)4-formyl-naphthalene

Procedure

This was prepared using the process described in Stage 3 of Example 1, except that in place of 1-(N-methyl-N-phenylamino)naphthalene there was used 1-(N-ethyl-N-phenylamino)-naphthalene (MW 247, 0.05M, 12.4 g), the amount of POCl3 was reduced to 7.65 g and the amount of dimethyl formamide was reduced to 21.9 g. (N-Ethyl-N-phenylamino)4-formyl-naphthalene (11 g) was obtained as a yellow oil (80% yield).

Workup

  1. customThis was prepared

Sources & evidence

ORD record
ord-87987e5375f94e58a495cdf038f846ab
Source dataset
uspto-grants-1994_01
Patent number
US05278315

Reaction notes

Loading…