Nitric Acid → 2,4-Diamino-5-chloro-6-nitroquinazoline

HRID 363749

반응식

HRID 363749 반응식
NC1N=C(N)C2C(=CC=C(N)C=2)N=1.NC1N=C(N)C2C(=CC=C(N)C=2Cl)N=1.[NH2:28][C:29]1[N:38]=[C:37]([NH2:39])[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][C:35]=2[Cl:40])[N:30]=1.[N+:41]([O-])([OH:43])=[O:42].S(=O)(=O)(O)O>>[NH2:28][C:29]1[N:38]=[C:37]([NH2:39])[C:36]2[C:31](=[CH:32][CH:33]=[C:34]([N+:41]([O-:43])=[O:42])[C:35]=2[Cl:40])[N:30]=1

참가 물질

6

반응물 5

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 1522172,4,6-Triamino-5-chloroquinazolineHCID 2051302,4-Quinazolinediamine, 5-chloro-HCID 2926612,4,6-Triaminoquinazoline

생성물 1

HCID 125168262,4-Diamino-5-chloro-6-nitroquinazoline

실험 절차

In a similar manner 2,4,6-triaminoquinazoline and 2,4,6-triamino-5-chloroquinazoline can be prepared. This is accomplished by the nitration of, for example, 2,4-diamino-5-chloroquinazoline (above) with 90% nitric acid and sulfuric acid, yielding the corresponding 2,4-diamino-5-chloro-6-nitroquinazoline. The 6-nitroquinazoline is in turn reduced by either hydrogenation in the presence of 10% palladium on carbon or by treatment with stannous chloride dihydrate, affording the corresponding 2,4,6-triaminoquinazoline. Steps A and B of Example 15 describe in detail these two steps in the reaction sequence.

출처 및 근거

ORD 기록
ord-7a1540adb5cf4a979b3e3c1263f63889
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05874579

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