HCID 15512025, compound → 1,2-Naphthalenediamine

HRID 1531764Notes

Reaction equation

HRID 1531764 reaction equation
C(OC([C:6]1[C:22](=O)[CH2:21][CH2:20][C:19]2[C:7]=1[CH2:8][CH:9]=[C:10]1[C:18]=2[N:13]2C=CC=CC2=[N:11]1)=O)C.C(OC(=O)CCN1C2C=C3C(=CC=2N=C1CC(OCC)=O)C=CC=C3)C.C(OC(C1C(=O)CCN2C3C=C4C(C=CC=C4)=CC=3NC=12)=O)C.C(OC(=O)CCN1C2C3C(C=CC=2N=C1CC(OCC)=O)=CC=CC=3)C>>[NH2:13][C:18]1[C:19]2[C:7](=[CH:6][CH:22]=[CH:21][CH:20]=2)[CH:8]=[CH:9][C:10]=1[NH2:11]

Participants

5

Reactant 4

HCID 15512025HCID 15512025, compoundHCID 70109432HCID 70109432, compoundHCID 70109850HCID 70109850, compoundHCID 178468449HCID 178468449, compound

Product 1

HCID 136481,2-Naphthalenediamine

Procedure

3-Oxo-1,2,3,5-tetrahydronaphtho[2′,1′:4,5]imidazo[1,2-a]pyridine-4-carboxylic acid ethyl ester (X) In a manner similar to the conversion of III to IV, compound IX (1.75 g, 4.94 mmol) was converted to X, 1.18 g (78%): MS m/z 309 (MH+); 1H NMR (DMSO-d6) δ 1.27 (t, 3H), 2.69 (t, 2H), 4.22 (q, 2H), 4.85 (t, 2H), 7.53 (dd, 1H), 7.64 (dd, 1H), 7.82 (d, 1H), 7.87 (d, 1H), 8.06 (d, 1H), 8.49 (d, 1H) and 12.64 (br s, 1H).

Sources & evidence

ORD record
ord-a11aa8c65142453695f2d83c1500e2cf
Source dataset
uspto-grants-2001_03
Patent number
US06200984B1

Reaction notes

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